tert-butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate

Uses

Product Name: tert-butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate
CAS No.: 365996-06-1
Chemical Name: tert-butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate
Synonyms: tert-butyl 2-broMo-6;5-Boc-2-bromo-6,7-dihydro-4H-thiazolo[5,4-c]pyridine;tert-Butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H);tert-butyl 2-bromo-6,7-dihydro-4H-thiazolo[5,4-c]pyridine-5-...;tert-Butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridin-5(4H)-carboxylate;2-Bromo-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridine, N-BOC protected;tert-butyl 2-broMo-6,7-dihydro-4H-thiazolo[5,4-c]pyridine-5-carboxylate;tert-butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate;tert-butyl 2-broMo-4H,5H,6H,7H-[1,3]thiazolo[5,4- c]pyridine-5-carboxylate;tert-butyl 2-bromo-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridine-5-carboxylate
CBNumber: CB01856206
Molecular Formula: C11H15BrN2O2S
Formula Weight: 319.22
MOL File: 365996-06-1.mol

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tert-butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate Property

Melting point:: 42-44 °C(Solv: ethyl ether (60-29-7))
Boiling point:: 390.9±42.0 °C(Predicted)
Density: 1.495±0.06 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
pka: 1.23±0.20(Predicted)
Appearance: White to off-white Solid
InChI: InChI=1S/C11H15BrN2O2S/c1-11(2,3)16-10(15)14-5-4-7-8(6-14)17-9(12)13-7/h4-6H2,1-3H3
InChIKey: RXXKNZKFRAFFOH-UHFFFAOYSA-N
SMILES: C1N(C(OC(C)(C)C)=O)CCC2N=C(Br)SC1=2

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Safety

Hazard Codes: T
Risk Statements: 25
Safety Statements: 45
RIDADR: UN2811
HS Code: 2934100090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: B694430
Product name: 2-Bromo-5-(tert-butoxycarbonyl)-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine
Packaging: 1g
Price: $390
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB148706
Product name: tert-Butyl2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate
Packaging: 250mg
Price: $420
Updated: 2021/12/16

SynQuest Laboratories

Product number: 8H51-9-02
Product name: 2-Bromo-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridine, N-Boc protected
Packaging: 5G
Price: $432
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: HCH0122626
Product name: TERT-BUTYL-2-BROMO-6,7-DIHYDROTHIAZOLO[5,4-C]PYRIDINE-5(4H)CARBOXYLATE
Purity: 95.00%
Packaging: 0.5G
Price: $682
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB148706
Product name: tert-Butyl2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate
Packaging: 500mg
Price: $730
Updated: 2021/12/16

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tert-butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate Chemical Properties,Usage,Production

Uses

2-Bromo-5-(tert-butoxycarbonyl)-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine is a reagent used for the synthesis of tetrahydrothiazolopyridines, which are potent antagonists for the smoothened (smo) receptor.

Uses

2-Bromo-5-(tert-butoxycarbonyl)-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine is a reagent used for the synthesis of tetrahydrothiazolopyridines, which are potent antagonists for the smoothened (smo) receptor.

Synthesis

365996-05-0

365996-06-1

Method G - Step e: Synthesis of tert-butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate [0134] To a 100 mL DMF solution containing isoamyl nitrite (8.8 mL, 62.8 mmol) and copper(II) bromide (10.7 g, 48 mmol) was added tert-butyl 2-amino-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate (10 g, 39.2 mmol) at 0°C. The reaction was carried out at 40°C and the reaction mixture was purified. The reaction mixture was stirred at 40°C for 30 min and then concentrated by evaporation. The concentrate was dissolved in 50 mL of water and extracted with dichloromethane (100 mL × 2). The organic phases were combined, washed with brine (30 mL × 2), and dried over anhydrous sodium sulfate. Purification by silica gel column chromatography (eluent: dichloromethane) afforded the target product tert-butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate (5.3 g, 42.4%) as a yellow solid.

References

[1] Heterocycles, 2004, vol. 63, # 7, p. 1555 - 1561
[2] Patent: WO2014/113191, 2014, A1. Location in patent: Paragraph 0133; 0134
[3] Patent: US2013/144061, 2013, A1. Location in patent: Paragraph 0244; 0245; 0246; 0247
[4] Journal of Medicinal Chemistry, 2014, vol. 57, # 9, p. 3687 - 3706
[5] Patent: WO2018/13774, 2018, A1. Location in patent: Page/Page column 309

tert-butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate Preparation Products And Raw materials

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View Lastest Price from tert-butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate manufacturers

Career Henan Chemical Co

Product: tert-butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate 365996-06-1
Price: US $5.50/KG
Min. Order: 1KG
Purity: 98%-99%
Supply Ability: 1kg-100kg
Release date: 2020-01-07

365996-06-1, tert-butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylateRelated Search:

TERT-BUTYL 6,7-DIHYDROTHIAZOLO[5,4-C]PYRIDINE-5(4H)-CARBOXYLATE tert-butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate

tert-butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate

tert-butyl 2-bromo-6,7-dihydro[1,3]thiazolo[5,4-c]pyridine-5(4H)-carboxylate

tert-butyl 2-broMo-6

2-BroMo-6,7-dihydro-4H-thiazolo[5,4-c]pyridine-5-carboxylicacidtert-butylester

2-Bromo-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridine, N-BOC protected

Thiazolo[5,4-c]pyridine-5(4H)-carboxylic acid, 2-broMo-6,7-dihydro-, 1,1-diMethylethyl ester

tert-butyl 2-broMo-4H,5H,6H,7H-[1,3]thiazolo[5,4- c]pyridine-5-carboxylate

5-Boc-2-bromo-6,7-dihydro-4H-thiazolo[5,4-c]pyridine

tert-butyl 2-broMo-6,7-dihydro-4H-thiazolo[5,4-c]pyridine-5-carboxylate

tert-butyl 2-bromo-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridine-5-carboxylate

tert-Butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)

tert-butyl 2-bromo-6,7-dihydro-4H-thiazolo[5,4-c]pyridine-5-...

1,1-Dimethylethyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate

tert-Butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridin-5(4H)-carboxylate

365996-06-1

CHIRAL CHEMICALS

Heterocycle-Pyridine series