Tetrahydrofuran → HCID 178524809, 화합물

HRID 1426963노트

반응식

HRID 1426963 반응식
[OH:1][C:2]1[CH:7]=[CH:6][N:5]2[N:8]=[CH:9][C:10]([C:11]([O:13]CC)=[O:12])=[C:4]2[N:3]=1.C1COCC1.O.[OH-].[Li+]>CO>[OH:1][C:2]1[CH:7]=[CH:6][N:5]2[N:8]=[CH:9][C:10]([C:11]([OH:13])=[O:12])=[C:4]2[N:3]=1

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 178469952HCID 178469952, 화합물

생성물 1

HCID 178524809HCID 178524809, 화합물수율 68.3%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of ethyl 5-hydroxypyrazolo[1,5-a]pyrimidine-3-carboxylate (Preparation B, Step A; 2.0 g, 9.65 mmol) in a 2:1 mixture of THF:MeOH, (40 mL) was added lithium hydroxide monohydrate (29 mL, 29.0 mmol, 1.0 M in water). The solution was stirred at reflux for 16 hours then cooled and concentrated. The residue was dissolved in water (100 mL) and acidified with 6M HCl. The resulting white precipitate was collected by filtration and washed with water and Et2O, then dried under reduced pressure to afford 5-hydroxypyrazolo[1,5-a]pyrimidine-3-carboxylic acid (1.18 g, 68% yield) as a white solid. 1H NMR (d6-DMSO) δ 8.50 (d, 2H, J=7.7 Hz), 8.02 (s, 2H), 6.07 (d, 2H, J=8.2 Hz)

후처리

  1. temperatureat reflux for 16 hours
  2. temperaturethen cooled
  3. concentrationconcentrated
  4. dissolutionThe residue was dissolved in water (100 mL)
  5. filtrationThe resulting white precipitate was collected by filtration
  6. washwashed with water and Et2O
  7. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-32ddf49102b84ad09aba3c0b8d3e3f43
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08933084B2

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