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6-Bromo-2-chloroquinazoline → tert-butyl ((1S,2R)-2-((6-bromoquinazolin-2-yl)amino)cyclopentyl)carbamate

HRID 56359
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HRID 56359 반응식
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7](Cl)[N:6]=[CH:5]2.[NH2:13][C@@H:14]1[CH2:18][CH2:17][CH2:16][C@@H:15]1[NH:19][C:20](=[O:26])[O:21][C:22]([CH3:25])([CH3:24])[CH3:23]>O1CCOCC1>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([NH:13][C@@H:14]1[CH2:18][CH2:17][CH2:16][C@@H:15]1[NH:19][C:20](=[O:26])[O:21][C:22]([CH3:24])([CH3:23])[CH3:25])[N:6]=[CH:5]2
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참가 물질

4

반응물 2

HCID 179135596-Bromo-2-chloroquinazolineHCID 45091940tert-butyl N-[(1S,2R)-2-aminocyclopentyl]carbamate

생성물 1

HCID 118043383tert-butyl ((1S,2R)-2-((6-bromoquinazolin-2-yl)amino)cyclopentyl)carbamate수율 59.3%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A mixture of 6-bromo-2-chloroquinazoline (1 g, 4.14 mmol) and tert-butyl ((1S,2R)-2-aminocyclopentyl)carbamate (0.826 g, 4.14 mmol) were stirred at 100° C. in Dioxane (10 mL) for 48 h. The reaction mixture was cooled to room temperature, concentrated and the residue was purified by silica gel column chromatography to afford tert-butyl ((1S,2R)-2-((6-bromoquinazolin-2-yl)amino)cyclopentyl)carbamate (1 g, 59%). MS (ES+) C18H23BrN4O2 requires: 406, found: 407 [M+H]+.

후처리

  1. concentrationconcentrated
  2. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-9b40b4d7550840f3bf24ad3cf88aaad8
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09434700B2

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