Potassium Carbonate → HCID 66876524, 화합물

HRID 631460노트

반응식

HRID 631460 반응식
[F:1][C:2]([C:5]1[CH:9]=[C:8]([NH2:10])[O:7][N:6]=1)([F:4])[CH3:3].C(=O)([O-])[O-].[K+].[K+].Cl[C:18]([O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:19]>C1COCC1>[F:1][C:2]([C:5]1[CH:9]=[C:8]([NH:10][C:18](=[O:19])[O:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[O:7][N:6]=1)([F:4])[CH3:3]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 15891Phenyl chloroformateHCID 668765873-(1,1-Difluoroethyl)-1,2-oxazol-5-amine

생성물 1

HCID 66876524HCID 66876524, 화합물수율 77.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

3-(1,1-Difluoro-ethyl)-isoxazol-5-ylamine (100 mg, 0.68 mmoles) from the previous step was dissolved in 6 mL of dry THF. To this solution was added potassium carbonate (122 mg, 0.88 mmoles) and phenyl chloroformate (138 mg, 0.88 mmoles) and the reaction stirred overnight at room temperature. The reaction was filtered and concentrated to a yellow oil, and purified using silica gel chromatography with and ethyl acetate/hexane gradient 0-20% over 70 minutes to give phenyl 3-(1,1-difluoroethyl)isoxazol-5-ylcarbamate (141 mg) as an oil. 1H NMR (300 MHz, CDCl3) δ 8.1 (s, 1H), 7.4-7.1 (m, 5H), 6.9 (m, 1H), 6.4 (s, 1H), 4.9 (s, 1H), 2.0 (m, 3H).

후처리

  1. filtrationThe reaction was filtered
  2. concentrationconcentrated to a yellow oil
  3. custompurified
  4. customover 70 minutes

출처 및 근거

ORD 기록
ord-5222909b148b4869ad07b605816b2a78
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09320739B2

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