Water → 4-(5-Dimethylamino-naphthalene-1-sulfonyl)-piperazin-1-yl-thiazole-5-carboxylic acid methyl ester

HRID 1392952

반응식

HRID 1392952 반응식
[CH3:1][O:2][C:3]([C:5]1[S:9][C:8]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[N:7][CH:6]=1)=[O:4].[CH3:16][N:17]([CH3:32])[C:18]1[CH:27]=[CH:26][CH:25]=[C:24]2[C:19]=1[CH:20]=[CH:21][CH:22]=[C:23]2[S:28](Cl)(=[O:30])=[O:29].C(N(CC)CC)C.O>ClCCl>[CH3:1][O:2][C:3]([C:5]1[S:9][C:8]([N:10]2[CH2:11][CH2:12][N:13]([S:28]([C:23]3[C:24]4[C:19](=[C:18]([N:17]([CH3:32])[CH3:16])[CH:27]=[CH:26][CH:25]=4)[CH:20]=[CH:21][CH:22]=3)(=[O:30])=[O:29])[CH2:14][CH2:15]2)=[N:7][CH:6]=1)=[O:4]

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 11801Dansyl chlorideHCID 22831866Methyl 2-(piperazin-1-yl)thiazole-5-carboxylate

생성물 1

HCID 691997234-(5-Dimethylamino-naphthalene-1-sulfonyl)-piperazin-1-yl-thiazole-5-carboxylic acid methyl ester수율 57.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of compound 11 (200 mg, 0.886 mmol) in dichloromethane (7.5 mL) were added 5-dimethylamino-naphthalene-1-sulfonyl chloride (356 mg, 1.320 mmol) and triethylamine (220 mg, 2.169 mmol) under N2 atmosphere. The reaction mixture was stirred at room temperature for 4 h. Water (10 mL) followed by dichloromethane (10 mL) were added to the reaction mixture and the organic layer was separated, dried on sodium sulphate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography using silica gel to give the compound 12k as a solid (233 mg, 57.50%). HPLC: 99.04% (Rt=12.33 min).

후처리

  1. additionwere added to the reaction mixture
  2. customthe organic layer was separated
  3. customdried on sodium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-57c60e8e0d7e41729601ec3fe0b50540
출처 데이터셋
uspto-grants-2008_03
특허 번호
US07345043B2

연결된 노트

불러오는 중…