Diisopropylethylamine → tert-Butyl 4-({2-[4-(5-chloro-2-nitrophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]propanoyl}amino)benzoate

HRID 56742ノート

反応式

HRID 56742 の反応式
[NH2:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7])=[CH:4][CH:3]=1.C(N(CC)C(C)C)(C)C.C(P1(=O)OP(CCC)(=O)OP(CCC)(=O)O1)CC.[Cl:42][C:43]1[CH:44]=[CH:45][C:46]([N+:63]([O-:65])=[O:64])=[C:47]([C:49]2[C:54]([O:55][CH3:56])=[CH:53][N:52]([CH:57]([CH3:61])[C:58](O)=[O:59])[C:51](=[O:62])[CH:50]=2)[CH:48]=1>CN(C=O)C>[Cl:42][C:43]1[CH:44]=[CH:45][C:46]([N+:63]([O-:65])=[O:64])=[C:47]([C:49]2[C:54]([O:55][CH3:56])=[CH:53][N:52]([CH:57]([CH3:61])[C:58]([NH:1][C:2]3[CH:14]=[CH:13][C:5]([C:6]([O:8][C:9]([CH3:10])([CH3:11])[CH3:12])=[O:7])=[CH:4][CH:3]=3)=[O:59])[C:51](=[O:62])[CH:50]=2)[CH:48]=1

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 111923Propylphosphonic anhydrideHCID 233272Benzoic acid, 4-amino-, 1,1-dimethylethyl esterHCID 1176228392-[4-(5-Chloro-2-nitrophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]propanoic acid

生成物 1

HCID 117622777tert-Butyl 4-({2-[4-(5-chloro-2-nitrophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]propanoyl}amino)benzoate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Under argon and at RT, 25 mg (0.13 mmol) of tert-butyl 4-aminobenzoate, 44 μl (0.26 mmol) of N,N-diisopropylethylamine and 74 μl (50% strength in DMF, 0.13 mmol) of T3P were added to a solution of 30 mg (0.09 mmol) of 2-[4-(5-chloro-2-nitrophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]propanoic acid (racemate) in 2 ml of DMF, and the mixture was stirred at RT for 2 h. The reaction mixture was concentrated under reduced pressure and the residue was purified by preparative HPLC (Reprosil C18, water/acetonitrile gradient). Yield: 32 mg (71% of theory)

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by preparative HPLC (Reprosil C18, water/acetonitrile gradient)

出典と根拠

ORDレコード
ord-a2965565d5e1494a88ca9d214a0993c4
出典データセット
uspto-grants-2016_09
特許番号
US09434690B2

反応ノート

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