Triethylamine → 2-[(1-Acetyl-2-indolyl)carbonylamino]-4-(2,4-dimethoxyphenyl)-5-ethoxycarbonylmethylthiazole

HRID 1769102노트

반응식

HRID 1769102 반응식
[NH2:1][C:2]1[S:3][C:4]([CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][C:8]=2[O:15][CH3:16])[N:6]=1.[C:23]([N:26]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:28]=[C:27]1[C:35](O)=[O:36])(=[O:25])[CH3:24].C(N(CC)CC)C.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1>ClCCl>[C:23]([N:26]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:28]=[C:27]1[C:35]([NH:1][C:2]1[S:3][C:4]([CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][C:8]=2[O:15][CH3:16])[N:6]=1)=[O:36])(=[O:25])[CH3:24]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 102198671-acetylindole-2-carboxylic AcidHCID 189465712-Amino-4-(2,4-dimethoxyphenyl)-5-ethoxycarbonylmethylthiazole

생성물 1

HCID 189465652-[(1-Acetyl-2-indolyl)carbonylamino]-4-(2,4-dimethoxyphenyl)-5-ethoxycarbonylmethylthiazole

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1.5 g of 2-amino-4-(2,4-dimethoxyphenyl)-5-ethoxycarbonylmethylthiazole, 1 g of 1-acetylindole-2carboxylic acid, 0.7 ml of triethylamine and 2.39 g of BOP are dissolved in 15 ml of dichloromethane. The reaction mixture is stirred overnight at room temperature and then concentrated under vacuum. The residue is taken up in ethyl acetate and the solution is successively washed with a buffer solution, pH=2, with a 5% solution of NaHCO3 and with water, and then the organic phase is dried over MgSO4 and concentrated under vacuum. The residue is purified by chromatography on a silica gel, eluent: dichloromethane/ethyl acetate 100/2.5 (v/v).

후처리

  1. concentrationconcentrated under vacuum
  2. washthe solution is successively washed with a buffer solution, pH=2, with a 5% solution of NaHCO3 and with water
  3. dry with materialthe organic phase is dried over MgSO4
  4. concentrationconcentrated under vacuum
  5. customThe residue is purified by chromatography on a silica gel, eluent

출처 및 근거

ORD 기록
ord-7ff815a8f92f4e508c8ccc0a5f2a4474
출처 데이터셋
uspto-grants-1995_01
특허 번호
US05380736

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