7-[(1S)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl]-4-chloro-7H-pyrrolo[2,3-d]pyrimidine → 7-[(1S)-2-{[tert-Butyl(dimethyl)silyl]oxy}-1-methylethyl]-7H-pyrrolo[2,3-d]pyrimidine

HRID 82144

반응식

HRID 82144 반응식
[Si:1]([O:8][CH2:9][C@@H:10]([N:12]1[C:16]2[N:17]=[CH:18][N:19]=[C:20](Cl)[C:15]=2[CH:14]=[CH:13]1)[CH3:11])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]>C(O)C.N.[Pd]>[Si:1]([O:8][CH2:9][C@@H:10]([N:12]1[C:16]2[N:17]=[CH:18][N:19]=[CH:20][C:15]=2[CH:14]=[CH:13]1)[CH3:11])([C:4]([CH3:5])([CH3:6])[CH3:7])([CH3:2])[CH3:3]

참가 물질

5

반응물 1

HCID 866720787-[(1S)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl]-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

생성물 1

HCID 708176697-[(1S)-2-{[tert-Butyl(dimethyl)silyl]oxy}-1-methylethyl]-7H-pyrrolo[2,3-d]pyrimidine수율 94%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 222Ammonia용매HCID 702Ethanol용매

실험 절차

Palladium (10% on carbon, 18 g) was added to 7-[(1S)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl]-4-chloro-7H-pyrrolo[2,3-d]pyrimidine (182 g, 558 mmol) (see Preparation 1) in ethanol (900 mL) and concentrated ammonia solution (100 mL) and hydrogenated (60 psi, 20° C.) for 18 hours. The reaction mixture was filtered through Arbocel™ and the filtrate was evaporated in vacuo. Diethyl ether (300 mL) was added to the residue and the mixture was filtered. The filtrate was evaporated in vacuo to afford the title compound as an orange oil in 94% yield, 162.7 g.

후처리

  1. filtrationThe reaction mixture was filtered through Arbocel™
  2. customthe filtrate was evaporated in vacuo
  3. additionDiethyl ether (300 mL) was added to the residue
  4. filtrationthe mixture was filtered
  5. customThe filtrate was evaporated in vacuo

출처 및 근거

ORD 기록
ord-4597911af295450aaca7933c8a0f5f58
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846698B2

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