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Methanol → tert-butyl-N-[1-[(1-ethynylisoquinolin-3-yl)amino]-1-oxopropan-2-yl]-carbamate

HRID 535396
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HRID 535396 반응식
[C:1]([O:5][C:6](=[O:29])[NH:7][CH:8]([CH3:28])[C:9](=[O:27])[NH:10][C:11]1[N:12]=[C:13]([C:21]#[C:22][Si](C)(C)C)[C:14]2[C:19]([CH:20]=1)=[CH:18][CH:17]=[CH:16][CH:15]=2)([CH3:4])([CH3:3])[CH3:2].[OH-].[K+].CO>O>[C:1]([O:5][C:6](=[O:29])[NH:7][CH:8]([CH3:28])[C:9]([NH:10][C:11]1[N:12]=[C:13]([C:21]#[CH:22])[C:14]2[C:19]([CH:20]=1)=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:27])([CH3:4])([CH3:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 86694376tert-butyl-N-[1-oxo-1-[[1-(2-trimethylsilylethynyl)isoquinolin-3-yl]amino]-propan-2-yl]carbamate

생성물 1

HCID 86694379tert-butyl-N-[1-[(1-ethynylisoquinolin-3-yl)amino]-1-oxopropan-2-yl]-carbamate

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of tert-butyl-N-[1-oxo-1-[[1-(2-trimethylsilylethynyl)isoquinolin-3-yl]amino]-propan-2-yl]carbamate C4a (319 mg, 0.78 mmol), aqueous 1 N KOH solution (3 ml) and MeOH (10 ml) is stirred at RT for 2 h. The mixture is diluted with water and extracted with EtOAc. The combined organic layers are dried over Na2SO4 and concentrated in vacuo and the product purified by RP HPLC. Yield: 225 mg (86%). HPLC-MS: M+H=340; tR=1.84 min (*Method—1).

후처리

  1. extractionextracted with EtOAc
  2. dry with materialThe combined organic layers are dried over Na2SO4
  3. concentrationconcentrated in vacuo
  4. customthe product purified by RP HPLC

출처 및 근거

ORD 기록
ord-c2212c0fe56b4a61857c0b77b86b9983
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08859541B2

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