Hydrochloric Acid → HCID 53256257、化合物

HRID 226341ノート

反応式

HRID 226341 の反応式
C(OC(=O)[NH:7][CH:8]1[CH2:12][CH2:11][N:10]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[CH2:9]1)(C)(C)C.[ClH:22]>CO.CCOC(C)=O>[ClH:22].[ClH:22].[F:20][C:17]1[CH:16]=[CH:15][C:14]([CH2:13][N:10]2[CH2:11][CH2:12][C@@H:8]([NH2:7])[CH2:9]2)=[CH:19][CH:18]=1

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 22046331(R)-tert-Butyl (1-(4-fluorobenzyl)pyrrolidin-3-yl)carbamate

生成物 1

HCID 53256257HCID 53256257、化合物

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
25 °C

実験手順

To a solution of (3R)-(+)-3-(tert-butoxycarbonylamino)pyrrolidine (5.0 g) in DMF (50 ml) was added 4-fluorobenzoylchloride (3.38 ml) and N,N-diisopropylethylamine (9.35 ml), the mixture was stirred at 70° C. for 2 hours. The mixed solution was poured into a mixture of water (300 ml) and AcOEt (300 ml). The organic layer was separated, washed with water twice and brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography eluted with 5% MeOH in dichloromethane to give [1-(4-fluoro-benzyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester (6.8 g). To a solution of [1-(4-fluoro-benzyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester (6.8 g) in MeOH(34 ml) was treated with 4N HCl in AcOEt (29 ml) and was stirred at 25° C. for 12 hours. The solvent was removed under reduced pressure. Recrystallization (acetonitrile-MeOH) provided (3R)-1-(4-fluorobenzyl)-3-pyrrolidinamine dihydrochloride as white solid (3.77 g).

後処理

  1. customThe solvent was removed under reduced pressure
  2. customRecrystallization (acetonitrile-MeOH)

出典と根拠

ORDレコード
ord-e21c939a205a4676ba92d9f48a0420ca
出典データセット
uspto-grants-2009_07
特許番号
US07557127B2

反応ノート

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