Lithium Hydroxide → HCID 69928688, 화합물

HRID 77401노트

반응식

HRID 77401 반응식
[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

참가 물질

5

반응물 3

HCID 3939Lithium HydroxideHCID 31214Ethyl orthoformateHCID 699285982-amino-N-methyl-5-(5-methylhexahydropyrrolo[3,4-c]pyrrole-2(1H)-yl)benzamide2회

생성물 1

HCID 69928688HCID 69928688, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
160 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-7d2bf6bfb9384f03b91ce19946d24598
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841289B2

반응 노트

불러오는 중…