Benzenemethanamine, 3,4-dichloro- → 5-(3,4-Dichlorobenzyl-carbamoyl)-thiophene-2-carboxylic acid ethyl ester

HRID 1263609노트

반응식

HRID 1263609 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[Cl:10])[CH2:5][NH2:6].C(N(CC)CC)C.C(OC(N1C[C@@H](S)C[C@H]1CN[C:32]([C:34]1[S:35][C:36]([C:39]([O:41][CH2:42][CH3:43])=[O:40])=[CH:37][CH:38]=1)=[O:33])=O)C=C>C(#N)C>[CH2:42]([O:41][C:39]([C:36]1[S:35][C:34]([C:32](=[O:33])[NH:6][CH2:5][C:4]2[CH:7]=[CH:8][C:9]([Cl:10])=[C:2]([Cl:1])[CH:3]=2)=[CH:38][CH:37]=1)=[O:40])[CH3:43]

참가 물질

5

반응물 3

HCID 1608Benzenemethanamine, 3,4-dichloro-HCID 8471TriethylamineHCID 59048576(2S,4S)2-{[(5-ethoxycarbonyl-thiophene-2-carbonyl)-amino]-methyl}-4-sulfanyl-pyrrolidine-1-carboxylic acid allyl ester

생성물 1

HCID 229861535-(3,4-Dichlorobenzyl-carbamoyl)-thiophene-2-carboxylic acid ethyl ester수율 90%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

Starting material (12(e)) was prepared as follows. To a stirring solution of 3,4-dichlorobenzylamine (0.53 mL; 4.0 mmole) in acetonitrile (10 mL) was added triethylamine (1.67 mL; 12.0 mmole) and a solution of (11(a)) (0.87 g; 4.0 mmole. see Example 11) in acetonitrile (20 mL). The solution was stirred at ambient temperature, under argon, for 22 hours. The solvent and excess triethylamine were removed in vacuo and the residue partitioned between chloroform and water. The organic phase was washed with water and brine, dried over magnesium sulphate and vacuumed to dryness to give 5-(3,4-dichlorobenzyl-carbamoyl)-thiophene-2-carboxylic acid ethyl ester (12(a)) as a cream solid (90%).

후처리

  1. customwas prepared
  2. customThe solvent and excess triethylamine were removed in vacuo
  3. customthe residue partitioned between chloroform and water
  4. washThe organic phase was washed with water and brine
  5. dry with materialdried over magnesium sulphate

출처 및 근거

ORD 기록
ord-233b6bd6d7d24f37b57c1a2bc5433d88
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06541491B1

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