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Hydrochloric Acid → HCID 59712044, 화합물

HRID 2222216
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HRID 2222216 반응식
[Cl:1][C:2]1[CH:29]=[C:28]([Cl:30])[CH:27]=[CH:26][C:3]=1[C:4]([N:6]([C:15]1[CH:20]=[CH:19][C:18]([O:21][C:22]([F:25])([F:24])[F:23])=[CH:17][CH:16]=1)[C:7]1[S:8][CH:9]=[C:10]([C:12]([OH:14])=O)[N:11]=1)=[O:5].[NH:31]1[CH2:35][CH2:34][CH2:33][CH2:32]1.C(N1C=CN=C1)(N1C=CN=C1)=O.Cl>ClCCl>[Cl:1][C:2]1[CH:29]=[C:28]([Cl:30])[CH:27]=[CH:26][C:3]=1[C:4]([N:6]([C:7]1[S:8][CH:9]=[C:10]([C:12]([N:31]2[CH2:35][CH2:34][CH2:33][CH2:32]2)=[O:14])[N:11]=1)[C:15]1[CH:20]=[CH:19][C:18]([O:21][C:22]([F:24])([F:25])[F:23])=[CH:17][CH:16]=1)=[O:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 31268PyrrolidineHCID 682631,1'-CarbonyldiimidazoleHCID 69287841HCID 69287841, 화합물

생성물 1

HCID 59712044HCID 59712044, 화합물수율 66%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 250 mg (0.52 mmol) 2-[(2,4-dichloro-benzoyl)-(4-trifluoromethoxy-phenyl)-amino]-thiazole-4-carboxylic acid, 57 μL (0.68 mmol) pyrrolidine and 110 mg (0.68 mmol) 1,1′-carbonyldiimidazole in 10 mL dichloromethane was stirred for 16 h at room temperature. The mixture was poured onto 0.5 N hydrochloric acid and extracted with dichloromethane. Organic phases were pooled, washed with water and brine and dried with MgSO4. Volatiles were removed in vacuo and the residue was purified by silica gel chromatography (n-heptane/ethyl acetate 1:1) to yield 182 mg (65%) of the title compound as colorless solid. MS (m/e): 530.0 (MH+)

후처리

  1. extractionextracted with dichloromethane
  2. washwashed with water and brine
  3. dry with materialdried with MgSO4
  4. customVolatiles were removed in vacuo
  5. customthe residue was purified by silica gel chromatography (n-heptane/ethyl acetate 1:1)

출처 및 근거

ORD 기록
ord-7296151c236143a8836320dc34b2382b
출처 데이터셋
uspto-grants-2008_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07371751B2

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