p-Toluenesulfonic acid → HCID 11612479、化合物

HRID 2067193ノート

反応式

HRID 2067193 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=2[F:16])[CH:5]=[CH:4][C:3]=1[C:17]([C:19]1[CH:24]=[C:23]([C:25]2[N:26]=[N:27][N:28]([CH2:30][CH2:31][O:32]C3CCCCO3)[CH:29]=2)[CH:22]=[CH:21][C:20]=1[CH3:39])=[O:18].C1(C)C=CC(S(O)(=O)=O)=CC=1.CCOC(C)=O.O>CO>[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=2[F:16])[CH:5]=[CH:4][C:3]=1[C:17]([C:19]1[CH:24]=[C:23]([C:25]2[N:26]=[N:27][N:28]([CH2:30][CH2:31][OH:32])[CH:29]=2)[CH:22]=[CH:21][C:20]=1[CH3:39])=[O:18]

参加物

5

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 11706669[2-Chloro-4-(2,4-difluoro-phenylamino)-phenyl]-(2-methyl-5-{1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-1H-[1,2,3]triazol-4-yl}-phenyl)-methanoneHCID 22728543Water ethylacetate

生成物 1

HCID 11612479HCID 11612479、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of compound 101 (350 mg, 0.63 mmol) in methanol (4.0 mL) was added toluene-4-sulfonic acid (60 mg, 0.32 mmol) and the mixture was stirred for 7 h at RT. The reaction mixture was poured into a mixture of EtOAc/water. The organic phase was washed with NaOH (aq., 2 M), water, brine and then dried (MgSO4), filtered and concentrated in vacuo to give the crude product. The crude product was purified by flash chromatography using EtOAc/petroleum ether (40-60) 25:75 as the eluent to afford the title compound as yellow foam.

後処理

  1. washThe organic phase was washed with NaOH (aq., 2 M), water, brine
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customto give the crude product
  6. customThe crude product was purified by flash chromatography

出典と根拠

ORDレコード
ord-39bd8f6a395f499c891b72f4a987f157
出典データセット
uspto-grants-2012_10
特許番号
US08293772B2

反応ノート

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