Hydrochloric Acid → 3-[(1-Cyano-4-hydroxy-7-phenethyl-isoquinoline-3-carbonyl)-amino]-2,2-dimethyl-propionic acid

HRID 1481138노트

반응식

HRID 1481138 반응식
C[O:2][C:3](=[O:32])[C:4]([CH3:31])([CH3:30])[CH2:5][NH:6][C:7]([C:9]1[N:10]=[C:11]([C:28]#[N:29])[C:12]2[C:17]([C:18]=1[OH:19])=[CH:16][CH:15]=[C:14]([CH2:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH:13]=2)=[O:8].[OH-].[Na+].Cl>CO>[C:28]([C:11]1[C:12]2[C:17](=[CH:16][CH:15]=[C:14]([CH2:20][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH:13]=2)[C:18]([OH:19])=[C:9]([C:7]([NH:6][CH2:5][C:4]([CH3:31])([CH3:30])[C:3]([OH:32])=[O:2])=[O:8])[N:10]=1)#[N:29]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 898130143-[(1-Cyano-4-hydroxy-7-phenethyl-isoquinoline-3-carbonyl)-amino]-2,2-dimethyl-propionic acid methyl ester

생성물 1

HCID 717359453-[(1-Cyano-4-hydroxy-7-phenethyl-isoquinoline-3-carbonyl)-amino]-2,2-dimethyl-propionic acid수율 70%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of 3-[(1-cyano-4-hydroxy-7-phenethyl-isoquinoline-3-carbonyl)-amino]-2,2-dimethyl-propionic acid methyl ester (55 mg, 0.13 mmol), 2 M NaOH (2 mL) and MeOH (2 mL) was stirred at r.t. for 3 h. 1 M HCl was added until pH was ˜2, and the resulting suspension was extracted with EtOAc. The organic layer was dried over MgSO4 and concentrated. The crude product was purified by column chromatography (0-30% EtOAc/hexanes+2% AcOH) to give 38 mg of the title compound. MS: (−) m/z 416.14 (M−1).

후처리

  1. extractionthe resulting suspension was extracted with EtOAc
  2. dry with materialThe organic layer was dried over MgSO4
  3. concentrationconcentrated
  4. customThe crude product was purified by column chromatography (0-30% EtOAc/hexanes+2% AcOH)

출처 및 근거

ORD 기록
ord-3b969af328634b3ba330d01803a61fe6
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09409892B2

반응 노트

불러오는 중…