Trifluoroacetic acid → 4-(5-Cyano-7-isopropyl-1,3-benzoxazol-2-yl)-N-(pyrrolidin-3-ylmethyl)benzamide

HRID 2066833노트

반응식

HRID 2066833 반응식
[C:1]([C:3]1[CH:4]=[C:5]([CH:34]([CH3:36])[CH3:35])[C:6]2[O:10][C:9]([C:11]3[CH:32]=[CH:31][C:14]([C:15]([NH:17][CH2:18][CH:19]4[CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20]4)=[O:16])=[CH:13][CH:12]=3)=[N:8][C:7]=2[CH:33]=1)#[N:2].FC(F)(F)C(O)=O>ClCCl>[C:1]([C:3]1[CH:4]=[C:5]([CH:34]([CH3:36])[CH3:35])[C:6]2[O:10][C:9]([C:11]3[CH:12]=[CH:13][C:14]([C:15]([NH:17][CH2:18][CH:19]4[CH2:23][CH2:22][NH:21][CH2:20]4)=[O:16])=[CH:31][CH:32]=3)=[N:8][C:7]=2[CH:33]=1)#[N:2]

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 68409608tert-Butyl 3-({[4-(5-cyano-7-isopropyl-1,3-benzoxazol-2-yl)benzoyl]amino}methyl)pyrrolidine-1-carboxylate

생성물 1

HCID 684078314-(5-Cyano-7-isopropyl-1,3-benzoxazol-2-yl)-N-(pyrrolidin-3-ylmethyl)benzamide수율 90.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of tert-butyl 3-({[4-(5-cyano-7-isopropyl-1,3-benzoxazol-2-yl)benzoyl]amino}methyl)pyrrolidine-1-carboxylate (910 mg) in dichloromethane (75 ml) was added 20 ml of trifluoroacetic acid. The mixture was stirred at room temperature for 2 h, and then concentrated in vacuo. The residue was basified by the addition of 75 ml of saturated aqueous sodium bicarbonate and diluted with 75 ml of ethyl acetate. The solids were filtered from both layers and dried in vacuo to provide the title compound (655 mg, 90%). Mass spectrum (ESI) 389.9 (M+1).

후처리

  1. concentrationconcentrated in vacuo
  2. additionThe residue was basified by the addition of 75 ml of saturated aqueous sodium bicarbonate
  3. additiondiluted with 75 ml of ethyl acetate
  4. filtrationThe solids were filtered from both layers
  5. customdried in vacuo

출처 및 근거

ORD 기록
ord-8d395143746b4045b5c7d3abdcf8823f
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08293721B2

반응 노트

불러오는 중…