ChemicalBook > CAS DataBase List > CarbaMic acid, N-[3-fluoro-4-[6-(2-Methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]-, phenylMethyl ester

CarbaMic acid, N-[3-fluoro-4-[6-(2-Methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]-, phenylMethyl ester

Product Name
CarbaMic acid, N-[3-fluoro-4-[6-(2-Methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]-, phenylMethyl ester
CAS No.
1220910-89-3
Chemical Name
CarbaMic acid, N-[3-fluoro-4-[6-(2-Methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]-, phenylMethyl ester
Synonyms
Torezolid-20;Tedizolid Impurity 46;Tedizolid Impurity 68;Tedizolid impurity581;Torezolid Intermediate1;Trozolamide impurity 40;Terazolamide impurity 22;Intermediate of Tedazolamide;Tedizolid Phosphate Intermediate;N-[3-Fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)-3-pyridinyl]phe...
CBNumber
CB72624113
Molecular Formula
C21H17FN6O2
Formula Weight
404.4
MOL File
1220910-89-3.mol
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CarbaMic acid, N-[3-fluoro-4-[6-(2-Methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]-, phenylMethyl ester Property

Melting point:
168-170°C
Density 
1.36±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Dichloromethane (Slightly), DMSO (Slightly), Methanol (Slightly)
pka
12.52±0.70(Predicted)
form 
Solid
color 
White to Off-White
InChI
InChI=1S/C21H17FN6O2/c1-28-26-20(25-27-28)19-10-7-15(12-23-19)17-9-8-16(11-18(17)22)24-21(29)30-13-14-5-3-2-4-6-14/h2-12H,13H2,1H3,(H,24,29)
InChIKey
GIBJIBYBOVNDET-UHFFFAOYSA-N
SMILES
C(OCC1=CC=CC=C1)(=O)NC1=CC=C(C2=CC=C(C3=NN(C)N=N3)N=C2)C(F)=C1
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
F593635
Product name
N-[3-Fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]carbamicAcidPhenylmethylEster
Packaging
25mg
Price
$370
Updated
2021/12/16
AK Scientific
Product number
9998AL
Product name
Benzyl{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl}carbamate
Packaging
5mg
Price
$131
Updated
2021/12/16
Ambeed
Product number
A125420
Product name
Benzyl(3-fluoro-4-(6-(2-methyl-2H-tetrazol-5-yl)pyridin-3-yl)phenyl)carbamate
Purity
97%
Packaging
5g
Price
$174
Updated
2021/12/16
Crysdot
Product number
CD11324181
Product name
Benzyl(3-fluoro-4-(6-(2-methyl-2H-tetrazol-5-yl)pyridin-3-yl)phenyl)carbamate
Purity
97%
Packaging
25mg
Price
$218
Updated
2021/12/16
Crysdot
Product number
CD11324181
Product name
Benzyl(3-fluoro-4-(6-(2-methyl-2H-tetrazol-5-yl)pyridin-3-yl)phenyl)carbamate
Purity
97%
Packaging
50mg
Price
$347
Updated
2021/12/16
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CarbaMic acid, N-[3-fluoro-4-[6-(2-Methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]-, phenylMethyl ester Chemical Properties,Usage,Production

Uses

N-[3-Fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]carbamic Acid Phenylmethyl Ester is an intermediate in the synthesis of Tedizolid (T013750), an known oral and intravenous antibiotic.

Synthesis

874290-59-2

380380-64-3

1220910-89-3

To a 5L three-necked round-bottomed flask was added (4-(((benzyloxy)carbonyl)amino)-2-fluorophenyl)boronic acid (200.0 g, 0.833 mol) followed by 1,4-dioxane (3L, 15 vol). The crude compound 2-(2-methyl-tetrazolyl)-5-bromopyridine (361.2 g, 1.249 mol, 1.5 eq.), tris(dibenzylideneacetone)dipalladium (11.44 g, 0.0125 mol, 0.015 eq.) and tricyclohexylphosphine (7.0 g, 0.025 mol, 0.03 eq.) were added and protected with nitrogen for 30 min. A solution of potassium carbonate (195.7 g, 1.7 eq.) in water (800 mL, 4 v/v) was added and the reaction was heated to 70 °C. After 1 h the reaction was complete with 0.5 area % of (4-(((benzyloxy)carbonyl)amino)-2-fluorophenyl)boronic acid remaining. The reaction was cooled to 50 °C, activated carbon Darco G-60 (40 g, 0.2 wt) was added and stirred for 30 min. Diatomaceous earth 545 (40 g, 0.2 wt) was added and the reaction was filtered through diatomaceous earth 545 (100 g, 0.5 wt) wetted with water (300 mL). Hot filtration from the diatomaceous earth into water resulted in precipitation of the product. Tetrahydrofuran (1.2 L, 6 vol) and brine (600 mL, 3 vol) were added and the product redissolved at room temperature. Phase separation was completely clean (Vmax = 28 vol). The dioxane was concentrated, ethanol (1L, 5 vol) was added and concentrated. The product was then re-slurried in ethanol: water (4:1,2L, 10 vol) at 70°C, cooled to room temperature over 3 h, filtered and washed with ethanol (2 x 400 mL). Benzyl (3-fluoro-4-(6-(2-methyl-2H-tetrazol-5-yl)pyridin-3-yl)phenyl)carbamate was isolated in 87% yield (292.6 g) by HPLC analysis with a purity of 97.7% (AUC).1H NMR and 19F NMR indicated the presence of a compound.Pd analysis showed that the product contained 135 ppm Pd.

References

[1] Patent: WO2010/42887, 2010, A2. Location in patent: Page/Page column 18-19

CarbaMic acid, N-[3-fluoro-4-[6-(2-Methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]-, phenylMethyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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CarbaMic acid, N-[3-fluoro-4-[6-(2-Methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]-, phenylMethyl ester Suppliers

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Yancheng ZhengChi biological and Technology Co, Ltd.
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View Lastest Price from CarbaMic acid, N-[3-fluoro-4-[6-(2-Methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]-, phenylMethyl ester manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
CarbaMic acid, N-[3-fluoro-4-[6-(2-Methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]-, phenylMethyl ester 1220910-89-3
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-30
Career Henan Chemical Co
Product
CarbaMic acid, N-[3-fluoro-4-[6-(2-Methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]-, phenylMethyl ester 1220910-89-3
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
1000KG
Release date
2018-08-15

1220910-89-3, CarbaMic acid, N-[3-fluoro-4-[6-(2-Methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]-, phenylMethyl esterRelated Search:

bis(((R)-3-(3-fluoro-4-(6-(2-methyl-2H-tetrazol-5-yl)pyridin-3-yl)phenyl)-2-oxooxazolidin-5-yl)methyl) hydrogen phosphate Tedizolid Impurity 34 (R)-3-((3-fluoro-4-(6-(2-methyl-2H-tetrazol-5-yl)pyridin-3-yl) phenyl)amino)propane-1,2-diol (R)-5-(2-fluoro-4-(5-(hydroxymethyl)-2-oxooxazolidin-3-yl) phenyl)-2-(2-methyl-2H-tetrazol-5-yl)pyridine 1-oxide (R)-3-(4-(6-(1H-tetrazol-5-yl)pyridin-3-yl)-3-fluorophenyl)-5-(hydroxymethyl)oxazolidin-2-one Sitagliptin phosphate monohydrate Tedizolid Impurity 36 3-(DIMETHYLAMINO)-1-(NAPHTHALEN-1-YL)PROPAN-1-ONE HYDROCHLORIDE 3-benzyl-6-bromo-2-methoxyquinoline 4-Bromo-2-nitroaniline 4-Pyrimidinamine, 2,5-dichloro-N-[2-[(1-methylethyl)sulfonyl]phenyl]- 2,5-Dichloro-N-[2-[(1-methylethyl)thio]phenyl]-4-pyrimidinamine 3-benzyl-6-bromo-2-chloroquinoline 3-(dimethylamino)-1-(naphthalen-5-yl)propan-1-one 5-Methyl-2-(1-Methylethoxy)-4- (4-piperidinyl)- BenzenaMine hydrochloride (1:2) (5R)-3-(4-BROMO-3-FLUOROPHENYL)-5-HYDROXYMETHYLOXAZOLIDIN-2-ONE Tedizolid Phosphate 5-BROMO-2-(2-METHYL-2H-TETRAZOL-5-YL)-PYRIDINE

  • Torezolid Intermediate1
  • N- [3- fluoro-4- [6- (2-methyl--2H- tetrazol-5-yl) -3-pyridinyl] phenyl] carbamate
  • N-[3-Fluoro-4-[6-(2-Methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]carbaMic acid phenylMethyl ester
  • CarbaMic acid, N-[3-fluoro-4-[6-(2-Methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]-, phenylMethyl ester
  • N-[3-fluoro-4-[6-(2-Methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]-, phenylMethyl ester
  • Tedizolid Phosphate Intermediate
  • Tedizolid impurity 29/Benzyl (3-fluoro-4-(6-(2-methyl-2H-tetrazol-5-yl)pyridin-3-yl)phenyl)carbamate
  • Torezolid-20
  • benzyl (3-fluoro-4-(6-(2-Methyl-2H-tetrazol-5-yl)pyridin-3-yl)phenyl)carbaMate
  • N-[3-fluoro-4-[6-(2-Methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]-
  • Benzyl {3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)-3-pyridinyl]phe nyl}carbamate
  • N- [3- fluoro-4- [6- (2-methyl--2H- tetrazol-5-yl) -3-pyridinyl] phenyl] carbamate carbamic acid
  • Tedizolid Impurity 46
  • Intermediate of Tedazolamide
  • benzyl N-[3-fluoro-4-[6-(2-methyltetrazol-5-yl)pyridin-3-yl]phenyl]carbamate
  • Tedizolid Impurity 68
  • CarbaMic acid, N-[3-fluoro-4-[6-(2-Methyl-2H-tetrazol-5-yl)-3-pyridinyl]phenyl]-, phenylMethyl ester ISO 9001：2015 REACH
  • N-[3-Fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)-3-pyridinyl]phe...
  • Tedizolid impurity581
  • Terazolamide impurity 22
  • Benzyl (3-fluoro-4-(6-(2-methyl-2H-tetrazol-5-yl)pyridin-3-yl)phenyl)carbamate (Torezolid Impurity)
  • Trozolamide impurity 40
  • 1220910-89-3
  • C21H17FN6O2
  • Tedizolid intermediates
  • 1220910-89-3