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tert-butyl 1-(methoxy(methyl)carbamoyl)-3-phenyl-5,6-dihydroimidazo[1,5-a]pyrazine-7(8H)-carboxylate → tert-butyl 1-(3,3-dimethylbutanoyl)-3-phenyl-5,6-dihydro-imidazo[1,5-a]pyrazine-7(8H)-carboxylate

HRID 2110216
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HRID 2110216 반응식
CON(C)[C:4]([C:6]1[N:7]=[C:8]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[N:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:11][C:10]=12)=[O:5].[CH2:29]([Mg]Cl)[C:30]([CH3:33])([CH3:32])[CH3:31]>C1COCC1>[CH3:29][C:30]([CH3:33])([CH3:32])[CH2:31][C:4]([C:6]1[N:7]=[C:8]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[N:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:20])([CH3:19])[CH3:21])=[O:16])[CH2:11][C:10]=12)=[O:5]
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4

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HCID 57635358tert-butyl 1-(methoxy(methyl)carbamoyl)-3-phenyl-5,6-dihydroimidazo[1,5-a]pyrazine-7(8H)-carboxylateHCID 178418809HCID 178418809, 화합물

생성물 1

HCID 57635573tert-butyl 1-(3,3-dimethylbutanoyl)-3-phenyl-5,6-dihydro-imidazo[1,5-a]pyrazine-7(8H)-carboxylate수율 77%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

Compound 26A (0.10 g, 0.26 mmol) was dissolved in THF and cooled to 0° C. and neopentylmagnesium chloride (1M in diethyl ether, 0.35 mL) was added and the mixture was stirred for 2 hours. The mixture was quenched with NH4Cl saturated solution and extracted with EtOAc. The residue was purified by preparative flash chromatography on silica, eluting with 20-80% gradient of ethyl acetate in hexanes to provide intermediate 26B (0.08 g, 77%).

후처리

  1. customThe mixture was quenched with NH4Cl saturated solution
  2. extractionextracted with EtOAc
  3. customThe residue was purified by preparative flash chromatography on silica
  4. washeluting with 20-80% gradient of ethyl acetate in hexanes

출처 및 근거

ORD 기록
ord-0b05a32462294a789bb55528a7b8d55d
출처 데이터셋
uspto-grants-2009_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07517874B2

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