Dimethylformamide → 1-{[1-(2,4-Dichlorophenyl)cyclopropyl]carbonyl}pyrrolidin-3-ol

HRID 504418ノート

反応式

HRID 504418 の反応式
[NH:1]1[CH2:5][CH2:4][CH:3]([OH:6])[CH2:2]1.CN(C)C=O.[Cl:12][C:13]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:14]=1[C:20]1([C:23](O)=[O:24])[CH2:22][CH2:21]1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.CCN(C(C)C)C(C)C>CCOC(C)=O>[Cl:12][C:13]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:14]=1[C:20]1([C:23]([N:1]2[CH2:5][CH2:4][CH:3]([OH:6])[CH2:2]2)=[O:24])[CH2:21][CH2:22]1

参加物

7

反応物 5

HCID 6228DimethylformamideHCID 81531DiisopropylethylamineHCID 982104-HydroxypyrrolidineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 7361031-(2,4-Dichlorophenyl)cyclopropanecarboxylic acid

生成物 1

HCID 666627281-{[1-(2,4-Dichlorophenyl)cyclopropyl]carbonyl}pyrrolidin-3-ol

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 3-pyrrolidinol (0.861 mL, 0.0106 mol) in N,N-dimethylformamide (5 mL, 0.06 mol) were added 1-(2,4-dichlorophenyl)cyclopropanecarboxylic acid and BOP. After the mixture was stirred for 3 min, DIEA was added. After the reaction mixture was stirred for 3 h, the solution was diluted with AcOEt, washed with sat'd. NaHCO3 aq. (×3), water and brine successively, dried with MgSO4, and concentrated in-vacuo.

後処理

  1. stirringAfter the reaction mixture was stirred for 3 h
  2. washwashed with sat'd
  3. dry with materialNaHCO3 aq. (×3), water and brine successively, dried with MgSO4
  4. concentrationconcentrated in-vacuo

出典と根拠

ORDレコード
ord-f8f56e413a2c47e69e87cdf620c4d149
出典データセット
uspto-grants-2010_08
特許番号
US07776874B2

反応ノート

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