Sodium Hydroxide → HCID 86719405、化合物

HRID 2175666ノート

反応式

HRID 2175666 の反応式
[NH2:1][C:2]1[C:3]2[C:10]([C:11]3[CH:16]=[CH:15][C:14]([O:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)=[CH:13][CH:12]=3)=[C:9]([C:24]#[N:25])[N:8]([C@@H:26]3[CH2:30][CH2:29][N:28]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[CH2:27]3)[C:4]=2[N:5]=[CH:6][N:7]=1.[OH-:38].[Na+]>COCCO.O>[NH2:1][C:2]1[C:3]2[C:10]([C:11]3[CH:12]=[CH:13][C:14]([O:17][C:18]4[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=4)=[CH:15][CH:16]=3)=[C:9]([C:24](=[O:38])[NH2:25])[N:8]([C@@H:26]3[CH2:30][CH2:29][N:28]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[CH2:27]3)[C:4]=2[N:5]=[CH:6][N:7]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 86719398HCID 86719398、化合物

生成物 1

HCID 86719405HCID 86719405、化合物収率 100.5%

試薬・触媒・溶媒 1

HCID 22504935Water 2-methoxyethanol溶媒

反応条件

温度
125 °C

実験手順

A mixture of (R)-tert-butyl 3-(4-amino-6-cyano-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)pyrrolidine-1-carboxylate (101) (290 mg, 0.58 mmol) and NaOH (290 mg, 7 mmol) in 2-methoxyethanol/H2O (8 mL/2 mL) was sealed in a microwave tube. The reaction mixture was purged with N2 (3×) and heated at 125° C. in a microwave reactor for 45 min. After cooling down to r.t., the reaction was diluted with water, and the resulting solid was filtered, washed with water, dried under vacuum. (R)-tert-Butyl 3-(4-amino-6-carbamoyl-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)pyrrolidine-1-carboxylate (125) (300 mg, quant.) was obtained as a brown solid. LC-MS (ESI): m/z (M+1) 515.0.

後処理

  1. customwas sealed in a microwave tube
  2. customThe reaction mixture was purged with N2 (3×)
  3. temperatureAfter cooling down to r.t.
  4. additionthe reaction was diluted with water
  5. filtrationthe resulting solid was filtered
  6. washwashed with water
  7. customdried under vacuum

出典と根拠

ORDレコード
ord-e4656a26f0dc4c5787930722d66918a0
出典データセット
uspto-grants-2015_06
特許番号
US09062058B2

反応ノート

読み込み中…