Hydrochloric Acid → 4-(3-Aminopyrrolidin-1-yl)-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one

HRID 536531ノート

反応式

HRID 536531 の反応式
Cl.C(OC(=O)[NH:8][CH:9]1[CH2:13][CH2:12][N:11]([C:14]2[C:15]3[C:39]([CH3:41])([CH3:40])[C:38](=[O:42])[NH:37][C:16]=3[N:17]=[C:18]([C:20]3[C:28]4[C:23](=[N:24][CH:25]=[CH:26][CH:27]=4)[N:22]([CH2:29][C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=4[F:36])[N:21]=3)[N:19]=2)[CH2:10]1)(C)(C)C>C(OCC)C>[NH2:8][CH:9]1[CH2:13][CH2:12][N:11]([C:14]2[C:15]3[C:39]([CH3:40])([CH3:41])[C:38](=[O:42])[NH:37][C:16]=3[N:17]=[C:18]([C:20]3[C:28]4[C:23](=[N:24][CH:25]=[CH:26][CH:27]=4)[N:22]([CH2:29][C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=4[F:36])[N:21]=3)[N:19]=2)[CH2:10]1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 71290251tert.-Butyl-(1-{2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-5,5-dimethyl-6-oxo-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl}pyrrolidin-3-yl)carbamate

生成物 1

HCID 712858064-(3-Aminopyrrolidin-1-yl)-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

0.71 ml of a 2N solution of hydrogen chloride in diethyl ether was added to 81 mg (0.24 mmol) of tert.-butyl-(1-{2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-5,5-dimethyl-6-oxo-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl}pyrrolidin-3-yl)carbamate (racemate, example 61A) and it was stirred for 4 h at room temperature. The reaction solution was concentrated and was purified by preparative HPLC (acetonitrile/water (+0.1% trifluoroacetic acid) gradient). The concentrated fractions were dissolved in dichloromethane and washed twice with saturated aqueous sodium hydrogen carbonate solution. The combined aqueous phases were extracted twice with dichloromethane. The combined organic phases were dried over sodium sulphate, filtered and concentrated by evaporation. 37 mg (55% of theor.) of the target compound was obtained.

後処理

  1. concentrationThe reaction solution was concentrated
  2. customwas purified by preparative HPLC (acetonitrile/water (+0.1% trifluoroacetic acid) gradient)
  3. dissolutionThe concentrated fractions were dissolved in dichloromethane
  4. washwashed twice with saturated aqueous sodium hydrogen carbonate solution
  5. extractionThe combined aqueous phases were extracted twice with dichloromethane
  6. dry with materialThe combined organic phases were dried over sodium sulphate
  7. filtrationfiltered
  8. concentrationconcentrated by evaporation
  9. custom37 mg (55% of theor.) of the target compound was obtained

出典と根拠

ORDレコード
ord-9aa896a355e6499aa10788a76399b6b4
出典データセット
uspto-grants-2014_10
特許番号
US08859569B2

反応ノート

読み込み中…