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2-Aminothiazole → tert-butyl 4-(3-(imidazo[2,1-b]thiazol-6-yl)-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl)-1,4-diazepane-1-carboxylate

HRID 2206338
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HRID 2206338 반응식
Br[CH2:2][C:3]([C:5]1[C:28](=[O:29])[O:27][C:8]2=[N:9][C:10]([N:13]3[CH2:19][CH2:18][CH2:17][N:16]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:15][CH2:14]3)=[CH:11][CH:12]=[C:7]2[CH:6]=1)=O.[NH2:30][C:31]1[S:32][CH:33]=[CH:34][N:35]=1>CCO>[S:32]1[CH:33]=[CH:34][N:35]2[CH:2]=[C:3]([C:5]3[C:28](=[O:29])[O:27][C:8]4=[N:9][C:10]([N:13]5[CH2:19][CH2:18][CH2:17][N:16]([C:20]([O:22][C:23]([CH3:25])([CH3:26])[CH3:24])=[O:21])[CH2:15][CH2:14]5)=[CH:11][CH:12]=[C:7]4[CH:6]=3)[N:30]=[C:31]12
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참가 물질

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반응물 2

HCID 21552-AminothiazoleHCID 89793974tert-butyl 4-(3-(2-bromoacetyl)-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl)-1,4-diazepane-1-carboxylate

생성물 1

HCID 89793975tert-butyl 4-(3-(imidazo[2,1-b]thiazol-6-yl)-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl)-1,4-diazepane-1-carboxylate수율 49.1%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

tert-Butyl 4-(3-(2-bromoacetyl)-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl)-1,4-diazepane-1-carboxylate (132 mg, 0.28 mmol) in 5 mL of EtOH was treated with 2-aminothiazole (34.1 mg, 0.34 mmol) at room temperature. The solution was refluxed for 16 hours and concentrated under vacuum. The residue was purified on silica gel to provide tert-butyl 4-(3-(imidazo[2,1-b]thiazol-6-yl)-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl)-1,4-diazepane-1-carboxylate (64.3 mg, 49%). MS m/z 468 [M+H]+.

후처리

  1. temperatureThe solution was refluxed for 16 hours
  2. concentrationconcentrated under vacuum
  3. customThe residue was purified on silica gel

출처 및 근거

ORD 기록
ord-0bee919acf2d46b6883ff9ef6078b391
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09371336B2

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