3,3,3-Trifluoropropanal → HCID 66802376、化合物

HRID 341456

反応式

HRID 341456 の反応式
Cl.[CH3:2][N:3]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:4]1[N:9]=[C:8]([NH2:10])[N:7]=[C:6]([C:11]2[N:15]=[C:14]([C@@H:16]3[CH2:20][CH2:19][CH2:18][NH:17]3)[O:13][N:12]=2)[N:5]=1.C([O-])(=O)C.[Na+].[F:32][C:33]([F:38])([F:37])[CH2:34][CH:35]=O.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCCl.C(Cl)Cl>[CH3:2][N:3]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:4]1[N:9]=[C:8]([NH2:10])[N:7]=[C:6]([C:11]2[N:15]=[C:14]([C@@H:16]3[CH2:20][CH2:19][CH2:18][N:17]3[CH2:35][CH2:34][C:33]([F:38])([F:37])[F:32])[O:13][N:12]=2)[N:5]=1

参加物

7

反応物 4

HCID 680283,3,3-TrifluoropropanalHCID 517045Sodium AcetateHCID 5049666Sodium triacetoxyborohydrideHCID 668025652-N-methyl-2-N-phenyl-6-{5-[(2S)-pyrrolidin-2-yl]-1,2,4-oxadiazol-3-yl}-1,3,5-triazine-2,4-diamine hydrochloride

生成物 1

HCID 66802376HCID 66802376、化合物収率 19.4%

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 2-N-methyl-2-N-phenyl-6-{5-[(2S)-pyrrolidin-2-yl]-1,2,4-oxadiazol-3-yl}-1,3,5-triazine-2,4-diamine hydrochloride (Example 438, 0.2 g, 0.535 mmol) in DCE (5 mL) was added sodium acetate (0.07 g, 0.8 mmol) and 3,3,3-trifluoropropanal (0.12 g, 1.070 mmol) and the mixture was stirred for 1 h at room temperature. Sodium triacetoxyborohydride (0.17 g, 0.8 mmol) was added and the reaction mixture was stirred for 2 h at room temperature. DCM was added and the mixture was washed with saturated aq. sodium bicarbonate, and then brine. The organic layer was dried over sodium sulfate and concentrated under vacuum. The residue was purified by FCC, eluting with 20-100% EtOAc in heptane to afford the title compound (0.045 g, 19%).

後処理

  1. stirringthe reaction mixture was stirred for 2 h at room temperature
  2. washthe mixture was washed with saturated aq. sodium bicarbonate
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. concentrationconcentrated under vacuum
  5. customThe residue was purified by FCC
  6. washeluting with 20-100% EtOAc in heptane

出典と根拠

ORDレコード
ord-bcb1dbc97c884400b9c95defbcc88bec
出典データセット
uspto-grants-2014_11
特許番号
US08895733B2

関連ノート

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