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

HRID 2227453노트

반응식

HRID 2227453 반응식
[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]

참가 물질

7

반응물 3

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

생성물 1

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

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-8c172b1e59814385bfa354b5508dd3a1
출처 데이터셋
uspto-grants-2002_07
특허 번호
US06413982B1

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