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

反応式

[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]

参加物

実験手順

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.

後処理

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

出典と根拠

ORDレコード: ord-4597911af295450aaca7933c8a0f5f58
出典データセット: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08846698B2

反応式

参加物

反応物 1

生成物 1

試薬・触媒・溶媒 3

実験手順

後処理

出典と根拠

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