Methanol → HCID 118046800、化合物

HRID 63878ノート

反応式

HRID 63878 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:12][C:11]([C:17]3[CH:22]=[C:21]([Cl:23])[C:20]([F:24])=[C:19]([Cl:25])[CH:18]=3)([C:13]([F:16])([F:15])[F:14])[O:10][N:9]=2)=[CH:4][C:3]=1[CH3:26].[C:27]([O-:30])(=[O:29])C.[Na+].[CH3:32]O>C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[Cl:25][C:19]1[CH:18]=[C:17]([C:11]2([C:13]([F:16])([F:15])[F:14])[O:10][N:9]=[C:8]([C:5]3[CH:6]=[CH:7][C:2]([C:27]([O:30][CH3:32])=[O:29])=[C:3]([CH3:26])[CH:4]=3)[CH2:12]2)[CH:22]=[C:21]([Cl:23])[C:20]=1[F:24]

参加物

5

反応物 3

HCID 887MethanolHCID 517045Sodium AcetateHCID 118046969HCID 118046969、化合物

生成物 1

HCID 118046800HCID 118046800、化合物

試薬・触媒・溶媒 1

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)触媒

反応条件

温度
110 °C

実験手順

Into a 30-mL pressure tank reactor (20 atm), was placed methanol (10 mL), 3-(4-bromo-3-methylphenyl)-5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazole (80 mg, 0.17 mmol, 1.00 equiv), sodium acetate (41 mg, 0.50 mmol, 3.00 equiv), Pd(dppf)Cl2 (12 mg, 0.02 mmol, 0.10 equiv), CO (20 atm). The resulting solution was stirred overnight at 110° C. in an oil bath. The reaction mixture was cooled. The residue was purified by Prep-TLC (EtOAc:PE=10:1). This resulted in 60 mg (78%) of methyl 4-[5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-methylbenzoate as colorless oil.

後処理

  1. customInto a 30-mL pressure tank reactor (20 atm), was placed
  2. temperatureThe reaction mixture was cooled
  3. customThe residue was purified by Prep-TLC (EtOAc:PE=10:1)
  4. customThis resulted in 60 mg (78%) of methyl 4-[5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-methylbenzoate as colorless oil

出典と根拠

ORDレコード
ord-08c948a789b84a4ba92f40f0ecfa1a4d
出典データセット
uspto-grants-2016_09
特許番号
US09447084B2

反応ノート

読み込み中…