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Diisopropylethylamine → {5-[1-Hydroxy-2-(thieno[3,2-d]pyrimidin-4-ylamino)-ethyl]-thiazol-2-yl}-carbamic acid tert-butyl ester

HRID 1818956
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HRID 1818956 반응식
[C:1]([O:5][C:6](=[O:17])[NH:7][C:8]1[S:9][C:10]([CH:13]([OH:16])[CH2:14][NH2:15])=[CH:11][N:12]=1)([CH3:4])([CH3:3])[CH3:2].Cl[C:19]1[C:20]2[S:27][CH:26]=[CH:25][C:21]=2[N:22]=[CH:23][N:24]=1.CCN(C(C)C)C(C)C>CC(N(C)C)=O>[C:1]([O:5][C:6](=[O:17])[NH:7][C:8]1[S:9][C:10]([CH:13]([OH:16])[CH2:14][NH:15][C:19]2[C:20]3[S:27][CH:26]=[CH:25][C:21]=3[N:22]=[CH:23][N:24]=2)=[CH:11][N:12]=1)([CH3:4])([CH3:2])[CH3:3]
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참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 27358214-Chlorothieno[3,2-d]pyrimidineHCID 86603181[5-(2-Amino-1-hydroxy-ethyl)-thiazol-2-yl]-carbamic acid tert-butyl ester

생성물 1

HCID 86603182{5-[1-Hydroxy-2-(thieno[3,2-d]pyrimidin-4-ylamino)-ethyl]-thiazol-2-yl}-carbamic acid tert-butyl ester

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

실험 절차

Compound 62.4 (0.16 mmol), 4-chloro-thieno[3,2-d]pyrimidine (0.16 mmol.) and DIEA (0.28 mmol) is heated in DMA at 90° C. for 5 hours. The reaction mixture is cooled, concentrated and purified by preparative TLC (10% MeOH in EtOAc) to afford {5-[1-hydroxy-2-(thieno[3,2-d]pyrimidin-4-ylamino)-ethyl]-thiazol-2-yl}-carbamic acid tert-butyl ester (compound 62.5).

후처리

  1. temperatureThe reaction mixture is cooled
  2. concentrationconcentrated
  3. custompurified by preparative TLC (10% MeOH in EtOAc)

출처 및 근거

ORD 기록
ord-7e19bbd69806459784bd7e888d14f1ab
출처 데이터셋
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07601725B2

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