ChemicalBook > CAS DataBase List > ETHYL 4-CHLORO-5-METHYLTHIENO[2,3-D]PYRIMIDINE-6-CARBOXYLATE

ETHYL 4-CHLORO-5-METHYLTHIENO[2,3-D]PYRIMIDINE-6-CARBOXYLATE

Product Name
ETHYL 4-CHLORO-5-METHYLTHIENO[2,3-D]PYRIMIDINE-6-CARBOXYLATE
CAS No.
101667-98-5
Chemical Name
ETHYL 4-CHLORO-5-METHYLTHIENO[2,3-D]PYRIMIDINE-6-CARBOXYLATE
Synonyms
5-Methyl-4-chloro-6-ethoxycarbonylthieno<2,3-d>pyrimidine;4-Chloro-5-methylthieno[2,3-d]pyrimidine-6-carboxylic acid ethyl ester;Thieno[2,3-d]pyrimidine-6-carboxylic acid, 4-chloro-5-methyl-, ethyl ester
CBNumber
CB71492278
Molecular Formula
C10H9ClN2O2S
Formula Weight
256.71
MOL File
101667-98-5.mol
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ETHYL 4-CHLORO-5-METHYLTHIENO[2,3-D]PYRIMIDINE-6-CARBOXYLATE Property

Melting point:
114-115 °C(Solv: chloroform (67-66-3); hexane (110-54-3))
Boiling point:
374.4±37.0 °C(Predicted)
Density 
1.409
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
-0.01±0.40(Predicted)
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Safety

HS Code 
2933599590
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

Precautionary statements

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
E903808
Product name
Ethyl4-Chloro-5-methylthieno[2,3-d]pyrimidine-6-carboxylate
Packaging
100mg
Price
$90
Updated
2021/12/16
TRC
Product number
E903808
Product name
Ethyl4-Chloro-5-methylthieno[2,3-d]pyrimidine-6-carboxylate
Packaging
50mg
Price
$65
Updated
2021/12/16
AK Scientific
Product number
0435AA
Product name
Ethyl4-chloro-5-methylthieno[2,3-d]pyrimidine-6-carboxylate
Packaging
5g
Price
$779
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0026050
Product name
ETHYL 4-CHLORO-5-METHYLTHIENO[2,3-D]PYRIMIDINE-6-CARBOXYLATE
Purity
95.00%
Packaging
1G
Price
$852.55
Updated
2021/12/16
Matrix Scientific
Product number
143591
Product name
Ethyl 4-chloro-5-methylthieno-[2,3-d]pyrimidine-6-carboxylate
Purity
95%
Packaging
5g
Price
$1074
Updated
2021/12/16
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ETHYL 4-CHLORO-5-METHYLTHIENO[2,3-D]PYRIMIDINE-6-CARBOXYLATE Chemical Properties,Usage,Production

Synthesis

17417-67-3

101667-98-5

Ethyl 5-methyl-4-oxo-3,4-dihydrothieno[2,3-D]-pyrimidine-6-carboxylate (425 mg, 1.783 mmol) was used as a starting material, and after dissolution in toluene (8 mL), N,N-diisopropylethylamine (DIPEA, 248 μL, 1.426 mmol, 0.8 eq.) and phosphorus oxychloride (POCl3, 199 μ L, 2.14 mmol, 1.2 equiv). The reaction mixture was heated to reflux in an oil bath at 120-125°C for 3 hours. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently slowly poured into a mixed system of ice-cooled saturated aqueous sodium bicarbonate (20 mL) and ethyl acetate (EtOAc, 50 mL) with rapid stirring to thoroughly quench the excess of phosphorous trichloride. The organic and aqueous phases were separated and the organic phase was washed once more with saturated aqueous sodium bicarbonate (20 mL). The organic layer was dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to afford ethyl 4-chloro-5-methylthieno[2,3-d]pyrimidine-6-carboxylate (25B) as a yellow solid (432 mg, 94% yield).

References

[1] Patent: WO2005/42537, 2005, A1. Location in patent: Page/Page column 57
[2] European Journal of Medicinal Chemistry, 2016, vol. 115, p. 148 - 160
[3] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 9, p. 1663 - 1669
[4] Pharmazie, 1993, vol. 48, # 3, p. 192 - 194
[5] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1985, vol. 21, # 7, p. 767 - 770

ETHYL 4-CHLORO-5-METHYLTHIENO[2,3-D]PYRIMIDINE-6-CARBOXYLATE Preparation Products And Raw materials

Raw materials

Preparation Products

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ETHYL 4-CHLORO-5-METHYLTHIENO[2,3-D]PYRIMIDINE-6-CARBOXYLATE Suppliers

China 26 India 1 Switzerland 1 Ukraine 2 United Kingdom 2 United States 5 Global 37
Jinan Trio PharmaTech Co., Ltd.
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0531-88811783
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+86 (531) 55696010 QQ 1762738062
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sales@trio-pharmatech.com
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China
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SynAsst Chemical.
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021-60343070
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021-35122006
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China
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Nantong Bosu Pharmaceutical Technology Co., Ltd.
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0513-0513-51005092 13390947892
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0513-51005092
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tashiyxy@163.com
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China
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Shanghai Boyners Pharm-Tech Co., Ltd.
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13817873692
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021-31329586
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mkt@boynerspharm.com
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Amadis Chemical Company Limited
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571-89925085
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0086-571-89925065
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sales@amadischem.com
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Amatek Scientific Co. Ltd.
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info@amateksci.com
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28785
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Aikon International Limited
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025-66061636 18013972705
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(3)02557626880
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qqyang@aikonchem.com
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China
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Shanghai Jizhi Biochemical Technology Co. Ltd.
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4009004166/18616739031 18616739031
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3007523370@qq.com
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Alfa Chemistry
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+1-5166625404;
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1-516-927-0118
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Blocksynth Pharmaceutical Technology Co.,Ltd
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0086-19817745290; +8619817745290
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bd@blocksynth.com
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101667-98-5, ETHYL 4-CHLORO-5-METHYLTHIENO[2,3-D]PYRIMIDINE-6-CARBOXYLATERelated Search:

Oxalyl chloride 4-CHLORO-5-METHYLTHIENO[2,3-D]PYRIMIDINE ETHYL 4-CHLORO-2-(CHLOROMETHYL)-5-METHYLTHIENO[2,3-D]PYRIMIDINE-6-CARBOXYLATE ETHYL 2-([(4-BROMOPHENYL)THIO]METHYL)-4-CHLORO-5-METHYLTHIENO[2,3-D]PYRIMIDINE-6-CARBOXYLATE 2-METHOXYETHYL 4-CHLORO-5-METHYL-2-PYRIDIN-3-YLTHIENO[2,3-D]PYRIMIDINE-6-CARBOXYLATE ETHYL 4-CHLORO-2-(2-METHOXYBENZYL)-5-METHYLTHIENO[2,3-D]PYRIMIDINE-6-CARBOXYLATE ETHYL 4-CHLORO-2-([(4-CHLOROPHENYL)THIO]METHYL)-5-METHYLTHIENO[2,3-D]PYRIMIDINE-6-CARBOXYLATE ETHYL 4-CHLORO-2-[(DIMETHYLAMINO)METHYL]-5-METHYLTHIENO[2,3-D]PYRIMIDINE-6-CARBOXYLATE ETHYL 4-CHLORO-5-METHYL-2-(PIPERIDIN-1-YLMETHYL)THIENO[2,3-D]PYRIMIDINE-6-CARBOXYLATE ETHYL 4-CHLORO-5-METHYLTHIENO[2,3-D]PYRIMIDINE-6-CARBOXYLATE ETHYL 4-CHLORO-2-([(2-CYANOETHYL)THIO]METHYL)-5-METHYLTHIENO[2,3-D]PYRIMIDINE-6-CARBOXYLATE ETHYL 4-CHLORO-5-METHYL-2-(MORPHOLIN-4-YLMETHYL)THIENO[2,3-D]PYRIMIDINE-6-CARBOXYLATE ETHYL 4-CHLORO-2,5-DIMETHYLTHIENO[2,3-D]PYRIMIDINE-6-CARBOXYLATE ETHYL 4-CHLORO-5-METHYL-2-[(PHENYLTHIO)METHYL]THIENO[2,3-D]PYRIMIDINE-6-CARBOXYLATE

  • 4-Chloro-5-methylthieno[2,3-d]pyrimidine-6-carboxylic acid ethyl ester
  • 5-Methyl-4-chloro-6-ethoxycarbonylthieno<2,3-d>pyrimidine
  • Thieno[2,3-d]pyrimidine-6-carboxylic acid, 4-chloro-5-methyl-, ethyl ester
  • 101667-98-5