Lithium Hydroxide → HCID 69928688、化合物

HRID 77401ノート

反応式

HRID 77401 の反応式
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]([N:12]2[CH2:19][CH:18]3[CH:14]([CH2:15][N:16]([CH3:20])[CH2:17]3)[CH2:13]2)=[CH:8][C:3]=1[C:4]([NH:6][CH3:7])=[O:5].[OH-].[Li+].[CH2:23](OC(OCC)OCC)C>CO>[CH3:7][N:6]1[C:4](=[O:5])[C:3]2[C:2](=[CH:11][CH:10]=[C:9]([N:12]3[CH2:13][CH:14]4[CH:18]([CH2:17][N:16]([CH3:20])[CH2:15]4)[CH2:19]3)[CH:8]=2)[N:1]=[CH:23]1

参加物

5

反応物 3

HCID 3939Lithium HydroxideHCID 31214Ethyl orthoformateHCID 699285982-amino-N-methyl-5-(5-methylhexahydropyrrolo[3,4-c]pyrrole-2(1H)-yl)benzamide2 回

生成物 1

HCID 69928688HCID 69928688、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
160 °C

実験手順

2-Amino-N-methyl-5-(5-methylhexahydropyrrolo[3,4-c]pyrrole-2(1H)-yl)benzamide (Intermediate 8A) (100 mg, 0.36 mmol) was dissolved in triethoxymethane (1 mL) and sealed in a microwave vial. Heated at 160° C. for 10 minutes. Reaction allowed to cool to room temperature and lithium hydroxide solution added (0.5 mL, 1M in methanol) and reaction stirred overnight. Organic layer loaded onto a 1 g SCX cartridge. The crude material was purified by SCX, and the solvent removed under reduced pressure. The crude material was then re-dissolved in methanol (1 mL) and purified by preparative-HPLC. Purified sample was free-based using 500 mg SCX cartridge to afford 3-methyl-6-(5-methylhexahydropyrrolo[3,4-c]pyrrole-2(1H)-yl)quinazolin-4(3H)-one (56 mg, 0.2 mmol).

後処理

  1. customsealed in a microwave vial
  2. customReaction
  3. temperatureto cool to room temperature
  4. customThe crude material was purified by SCX
  5. customthe solvent removed under reduced pressure
  6. dissolutionThe crude material was then re-dissolved in methanol (1 mL)
  7. custompurified by preparative-HPLC
  8. customPurified sample

出典と根拠

ORDレコード
ord-7d2bf6bfb9384f03b91ce19946d24598
出典データセット
uspto-grants-2014_09
特許番号
US08841289B2

反応ノート

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