HCID 52913256、化合物 → HCID 52913257、化合物

HRID 540780ノート

反応式

HRID 540780 の反応式
[CH2:1]([N:3]1[C:7]([O:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)=[C:6](I)[C:5]([C:20]2[CH:21]=[C:22]([C:26]([NH:29][S:30]([CH2:33][C:34]([F:37])([F:36])[F:35])(=[O:32])=[O:31])([CH3:28])[CH3:27])[CH:23]=[CH:24][CH:25]=2)=[N:4]1)[CH3:2].[Cu][C:39]#[N:40]>CC(N(C)C)=O>[C:39]([C:6]1[C:5]([C:20]2[CH:21]=[C:22]([C:26]([NH:29][S:30]([CH2:33][C:34]([F:37])([F:36])[F:35])(=[O:32])=[O:31])([CH3:28])[CH3:27])[CH:23]=[CH:24][CH:25]=2)=[N:4][N:3]([CH2:1][CH3:2])[C:7]=1[O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=1)#[N:40]

参加物

4

反応物 2

HCID 52913256HCID 52913256、化合物HCID 178418546HCID 178418546、化合物

生成物 1

HCID 52913257HCID 52913257、化合物収率 32%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

反応条件

温度
150 °C

実験手順

A suspension of N-[2-(3-{1-ethyl-4-iodo-5-[4-(trifluoromethyl)phenoxy]-1H-pyrazol-3-yl}phenyl)propan-2-yl]-2,2,2-trifluoroethanesulfonamide (538 mg, 0.813 mmol), copper (I) cyanide (729 mg, 8.13 mmol) and DMA (0.813 mL) was heated to 150° C. for 16 h. The reaction was cooled, partitioned between EtOAc and sat aq NaHCO3, and filtered. The organic layer was washed with sat aq. NaHCO3 2×, dried (MgSO4) and concentrated to afford a light yellow purified twice via MPLC, 50 g silica, 10-50% EtOAc in heptanes to afford 146 mg of a white solid: MS: cal'd 561 (MH+), exp 561 (MH+).

後処理

  1. temperatureThe reaction was cooled
  2. custompartitioned between EtOAc
  3. filtrationfiltered
  4. washThe organic layer was washed with sat aq. NaHCO3 2×
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated
  7. customto afford a light
  8. customyellow purified twice via MPLC, 50 g silica, 10-50% EtOAc in heptanes

出典と根拠

ORDレコード
ord-6174c0e3e32c4dce8f23d17f944b4ba6
出典データセット
uspto-grants-2014_10
特許番号
US08871796B2

反応ノート

読み込み中…