ChemicalBook > CAS DataBase List > 4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine

4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine

Product Name
4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine
CAS No.
1618-36-6
Chemical Name
4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine
Synonyms
100217;4-Chloro-5-Methyl-7H-pyrr...;4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine;7H-Pyrrolo[2,3-d]pyrimidine, 4-chloro-5-methyl-
CBNumber
CB91503978
Molecular Formula
C7H6ClN3
Formula Weight
167.6
MOL File
1618-36-6.mol
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4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine Property

Melting point:
227-228 °C (decomp)
Boiling point:
280 °C
Density 
1.51
Flash point:
123 °C
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
solid
pka
11.75±0.20(Predicted)
color 
Yellow
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Safety

HS Code 
2933599590
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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

SynQuest Laboratories
Product number
3H32-5-1G
Product name
4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine
Packaging
250mg
Price
$125
Updated
2021/12/16
Matrix Scientific
Product number
071253
Product name
4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine
Purity
97%
Packaging
1g
Price
$258
Updated
2021/12/16
SynQuest Laboratories
Product number
3H32-5-1G
Product name
4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine
Packaging
1g
Price
$375
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0143386
Product name
4-CHLORO-5-METHYL-7H-PYRROLO[2,3-D]PYRIMIDINE
Purity
95.00%
Packaging
1G
Price
$860.48
Updated
2021/12/16
Matrix Scientific
Product number
071253
Product name
4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine
Purity
97%
Packaging
5g
Price
$1035
Updated
2021/12/16
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4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine Chemical Properties,Usage,Production

Synthesis

22276-95-5

74-88-4

1618-36-6

The general procedure for the synthesis of 4-chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidines from 5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidines and iodomethane was as follows: n-butyllithium (4.08 mL, 6.52 mmol) was slowly added dropwise under nitrogen protection to a solution of 5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidines (689 mg. 2.96 mmol) in a solution of tetrahydrofuran (40 mL), keeping the reaction temperature at -78 °C, and the dropwise addition time was controlled within 5 min. The resulting suspension was continued to be stirred at -78 °C for 30 min. Subsequently, methyl iodide (0.295 mL, 4.74 mmol) was added and the reaction mixture was allowed to slowly warm up to room temperature. After the reaction was completed, the reaction mixture was diluted with water (25 mL) and extracted with ethyl acetate (50 mL). The organic layer was washed with brine (25 mL), dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give the crude product. The crude product was purified by fast silica gel column chromatography with isohexane/ethyl acetate as eluent (20% to 50% gradient elution). The pure grades were collected and concentrated to dryness under reduced pressure to afford 4-chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine (244 mg, 49.1% yield) as a white solid. The structure of the product was confirmed by 1H NMR (400.13 MHz, DMSO-d6) and mass spectrometry: 1H NMR δ 2.42 (3H, d), 7.43 (1H, d), 8.51 (1H, s), 12.22 (1H, s); MS m/z [M+H]+ 168.

References

[1] Helvetica Chimica Acta, 1994, vol. 77, # 4, p. 897 - 903
[2] Patent: WO2008/75109, 2008, A1. Location in patent: Page/Page column 115-116
[3] Patent: WO2008/75110, 2008, A1. Location in patent: Page/Page column 107-108
[4] Journal of Medicinal Chemistry, 1990, vol. 33, # 7, p. 1984 - 1992
[5] Patent: WO2012/80735, 2012, A1. Location in patent: Page/Page column 24

4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine Preparation Products And Raw materials

Raw materials

Preparation Products

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4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine Suppliers

Apollo Scientific Ltd.
Tel
--
Fax
--
Email
sales@apolloscientific.co.uk
Country
United Kingdom
ProdList
6084
Advantage
88
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View Lastest Price from 4-Chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
4-chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine 1618-36-6
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20T
Release date
2020-05-15