Triethylamine → Rac-4-(2-chloro-propionylamino)-thiophene-3-carboxylic acid methyl ester

HRID 14611

반응식

HRID 14611 반응식
[CH3:1][O:2][C:3]([C:5]1[C:9]([NH2:10])=[CH:8][S:7][CH:6]=1)=[O:4].[Cl:11][CH:12]([CH3:16])[C:13](Cl)=[O:14].C(N(CC)CC)C>ClCCl>[CH3:1][O:2][C:3]([C:5]1[C:9]([NH:10][C:13](=[O:14])[CH:12]([Cl:11])[CH3:16])=[CH:8][S:7][CH:6]=1)=[O:4]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 1110192-Chloropropionyl chlorideHCID 2777610Methyl 4-aminothiophene-3-carboxylate

생성물 1

HCID 68688356Rac-4-(2-chloro-propionylamino)-thiophene-3-carboxylic acid methyl ester수율 82%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
-15 °C

실험 절차

To a suspension of 4-amino-thiophene-3-carboxylic acid methyl ester (2.0g) in dichloromethane (25 mL) was added 2-chloropropionyl chloride (1.13 mL). The reaction mixture was then cooled down to −15° C. and a solution of triethylamine (3.2 mL) in dichloromethane (5 mL) was slowly added over 30 minutes. After such time the reaction mixture was allowed to warm up to room temperature, and the solution was washed twice with water, dried over sodium sulfate and then concentrated in vacuo. The residue was purified by column chromatography to yield the title compound as a light yellow solid (2.1g, 82%). MS (EI): 247.0.

후처리

  1. temperatureto warm up to room temperature
  2. washthe solution was washed twice with water
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-b604834c7358483795593421fbc68b98
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732452B2

연결된 노트

불러오는 중…