2-Phenylbutane-1,2-diamine → N-(2-amino-2-phenylbutyl)-3-methoxy-2-phenylquinoline-4-carboxamide

HRID 2227453ノート

反応式

HRID 2227453 の反応式
[CH3:1][O:2][C:3]1[C:4]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[N:5][C:6]2[C:11]([C:12]=1[C:13]([OH:15])=O)=[CH:10][CH:9]=[CH:8][CH:7]=2.[C:22]1([C:28]([NH2:33])([CH2:31][CH3:32])[CH2:29][NH2:30])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=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>CN(C=O)C.O.CCOC(C)=O>[NH2:33][C:28]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([CH2:31][CH3:32])[CH2:29][NH:30][C:13]([C:12]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:3]=1[O:2][CH3:1])=[O:15]

参加物

7

反応物 3

HCID 211492-Phenylbutane-1,2-diamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 6243483-Methoxy-2-phenylquinoline-4-carboxylic acid

生成物 1

HCID 22992322N-(2-amino-2-phenylbutyl)-3-methoxy-2-phenylquinoline-4-carboxamide

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 3-methoxy-2-phenylquinoline-4-carboxylic acid (3.0 g), and the compound of step 2 (3.0 g), BOP (5.7 g) and TEA (2.0 g) in 25 mL of anhydrous DMF is stirred at ambient temperature overnight. The mixture is diluted with water and EtOAc. The organic layer is separated, washed with water and concentrated under vacuum. The residue is purified on a silica gel column, eluting with EtOAc and Hexane (1:1) to afford the title compound as white foam.

後処理

  1. customThe organic layer is separated
  2. washwashed with water
  3. concentrationconcentrated under vacuum
  4. customThe residue is purified on a silica gel column
  5. washeluting with EtOAc and Hexane (1:1)

出典と根拠

ORDレコード
ord-8c172b1e59814385bfa354b5508dd3a1
出典データセット
uspto-grants-2002_07
特許番号
US06413982B1

反応ノート

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