Potassium Carbonate → HCID 66876524、化合物

HRID 1917905ノート

反応式

HRID 1917905 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 66876524HCID 66876524、化合物収率 77.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-0e7ed956e0fb4e788381ce2003df3272
出典データセット
uspto-grants-2013_12
特許番号
US08618289B2

反応ノート

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