Lithium Hydroxide → 3-(Benzyloxy)-8,8-dimethyl-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-2-carboxylic acid

HRID 346479노트

반응식

HRID 346479 반응식
[CH2:1]([O:8][C:9]1[C:14](=[O:15])[N:13]2[CH2:16][CH2:17][C:18]([CH3:20])([CH3:19])[C:12]2=[N:11][C:10]=1[C:21]([O:23]CC)=[O:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Li+].[OH-]>CO.O>[CH2:1]([O:8][C:9]1[C:14](=[O:15])[N:13]2[CH2:16][CH2:17][C:18]([CH3:20])([CH3:19])[C:12]2=[N:11][C:10]=1[C:21]([OH:23])=[O:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 21080171Ethyl 3-(benzyloxy)-8,8-dimethyl-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-2-carboxylate

생성물 1

HCID 210801683-(Benzyloxy)-8,8-dimethyl-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-2-carboxylic acid수율 83%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

Intermediate 4, ethyl 3-(benzyloxy)-8,8-dimethyl-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-2-carboxylate (342 mg, 1 mmol) was suspended in 5 mL of methanol, treated with a solution of LiOH (48 mg, 2 mmol) in 5 ml H2O then stirred at room temperature for 1 h. The reaction was quenched with 2 mL of 1N HCl. The resulting precipitate was collected by filtration and dried to give 260 mg of the title compound as a crystalline solid (Yield=83%). 1H NMR (300 MHz, CDCl3) δ ppm: 7.46–7.59 (2 H, m) 7.25–7.40 (3 H, m) 5.44 (2 H, s) 3.98–4.15 (2 H, m) 2.04–2.19 (2 H, m) 1.34 (6 H, s); LC/MS m/z 315 (M+H).

후처리

  1. customThe reaction was quenched with 2 mL of 1N HCl
  2. filtrationThe resulting precipitate was collected by filtration
  3. customdried

출처 및 근거

ORD 기록
ord-98eefa5d50cf430f9d0e2a707c9aac73
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07173022B2

반응 노트

불러오는 중…