Water → Tert-butyl (1-(4-methylpyridin-2-yl)pyrrolidin-3-yl)carbamate

HRID 1059893ノート

反応式

HRID 1059893 の反応式
F[C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][N:3]=1.[C:9]([O:13][C:14]([NH:16][CH:17]1[CH2:21][CH2:20][NH:19][CH2:18]1)=[O:15])([CH3:12])([CH3:11])[CH3:10].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH3:8][C:6]1[CH:5]=[CH:4][N:3]=[C:2]([N:19]2[CH2:20][CH2:21][CH:17]([NH:16][C:14]([O:13][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:15])[CH2:18]2)[CH:7]=1

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 27374032-Fluoro-4-methylpyridineHCID 2757234tert-butyl N-(pyrrolidin-3-yl)carbamate

生成物 1

HCID 18667607Tert-butyl (1-(4-methylpyridin-2-yl)pyrrolidin-3-yl)carbamate収率 54.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

A suspension of 2-fluoro-4-methylpyridine (1.11 g), 3-(tert-butoxycarbonylamino)pyrrolidine (1.68 g) and potassium carbonate (1.49 g) in N,N-dimethylformamide (20 ml) was stirred at 100° C. for 16 hours. After cooling, the mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with water five times and brine, dried over sodium sulfate and evaporated under reduced pressure to give 1-(4-methylpyridin-2-yl)-3-(tert-butoxycarbonylamino)pyrrolidine (1.36 g).

後処理

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water five times and brine
  4. dry with materialdried over sodium sulfate
  5. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-9762b506dcbf498abef31fa08e845d4f
出典データセット
uspto-grants-2003_02
特許番号
US06521643B1

反応ノート

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