Sodium Hydroxide → 7-Oxo-5,6,7,8-tetrahydroimidazo[1,2-a]pyrimidine-2-carboxylic acid

HRID 1409315노트

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HRID 1409315 반응식
[O:1]=[C:2]1[CH2:7][CH2:6][N:5]2[CH:8]=[C:9]([C:11]([O:13]CC)=[O:12])[N:10]=[C:4]2[NH:3]1.[OH-].[Na+]>C(O)C>[O:1]=[C:2]1[CH2:7][CH2:6][N:5]2[CH:8]=[C:9]([C:11]([OH:13])=[O:12])[N:10]=[C:4]2[NH:3]1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 136377291Ethyl 7-oxo-5,6,7,8-tetrahydroimidazo[1,2-a]pyrimidine-2-carboxylate

생성물 1

HCID 1363772927-Oxo-5,6,7,8-tetrahydroimidazo[1,2-a]pyrimidine-2-carboxylic acid수율 191%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
0 °C

실험 절차

Ethyl 7-oxo-5,6,7,8-tetrahydroimidazo[1,2-a]pyrimidine-2-carboxylate (1.711 mmol, 0.358 g) was dissolved in ethanol (5 ml) and cooled to 0° C. 1N solution of NaOH (5 ml) was slowly added. The resulting mixture was heated to 60° C. for 1.5 h. Ethanol was evaporated, the residue diluted with tert-butyl methyl ether and acidified with 2 N HCl solution under cold conditions. The mixture was stirred for overnight. DCM and water was added and the precipitate was filtered. Phases in the filtrate were separated and the water phase was evaporated. The residue from water and precipitate were combined. 0.592 g of the title compound was obtained. 1H-NMR (400 MHz, DMSO-d6): δ 2.73 (t, 2H), 4.12 (t, 2H), 7.58 (s, 1H), 11.09 (bs, 1H).

후처리

  1. temperatureThe resulting mixture was heated to 60° C. for 1.5 h
  2. customEthanol was evaporated
  3. additionthe residue diluted with tert-butyl methyl ether
  4. additionDCM and water was added
  5. filtrationthe precipitate was filtered
  6. customPhases in the filtrate were separated
  7. customthe water phase was evaporated

출처 및 근거

ORD 기록
ord-fb3396441d934b279d90529fab98908f
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08921378B2

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