Stannous Chloride → N-(3-amino-4-(1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)phenyl)-4-chlorobenzamide

HRID 407096

반응식

HRID 407096 반응식
[Cl:1][C:2]1[CH:29]=[CH:28][C:5]([C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]3[N:19]([CH3:20])[N:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=3)=[C:11]([N+:25]([O-])=O)[CH:10]=2)=[O:7])=[CH:4][CH:3]=1.[Sn](Cl)Cl>CO>[NH2:25][C:11]1[CH:10]=[C:9]([NH:8][C:6](=[O:7])[C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:29][CH:28]=2)[CH:14]=[CH:13][C:12]=1[C:15]1[N:19]([CH3:20])[N:18]=[C:17]([C:21]([F:24])([F:22])[F:23])[CH:16]=1

참가 물질

4

반응물 2

HCID 24479Stannous ChlorideHCID 674670954-chloro-N-(4-(1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)-3-nitrophenyl)benzamide

생성물 1

HCID 67464229N-(3-amino-4-(1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)phenyl)-4-chlorobenzamide

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Compound 16 (42 mg, 0.1 mmol) was dissolved in 10 ml MeOH. Tin(II)chloride dehydrate (223 mg, 1 mmol) was added and the reaction mixture was stirred at r.t. for overnight. The reaction mixture was evaporated to dryness. The solid residue was dissolved in 6 N NaOH and extracted with DCM. The org. phase was washed with brine. After concentrated to dryness, the solid residue was dissolved in DMF and purified on prep HPLC to give compound 17.

후처리

  1. customThe reaction mixture was evaporated to dryness
  2. dissolutionThe solid residue was dissolved in 6 N NaOH
  3. extractionextracted with DCM
  4. washphase was washed with brine
  5. concentrationAfter concentrated to dryness
  6. dissolutionthe solid residue was dissolved in DMF
  7. custompurified on prep HPLC

출처 및 근거

ORD 기록
ord-a329d6e7088545a89730d7defe4edebd
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08754219B2

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