Trifluoroacetic acid → 13-cyclohexyl-3-methoxy-6-(methoxycarbonyl)-7H-indolo[2,1-a][2]benzazepine-10-carboxylic acid

HRID 1486416ノート

反応式

HRID 1486416 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH2:31][N:10]2[C:11]3[CH:12]=[C:13]([C:24]([O:26]C(C)(C)C)=[O:25])[CH:14]=[CH:15][C:16]=3[C:17]([CH:18]3[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]3)=[C:9]2[C:8]2[CH:32]=[CH:33][C:34]([O:36][CH3:37])=[CH:35][C:7]=2[CH:6]=1)=[O:4].FC(F)(F)C(O)=O>ClCCl>[CH3:1][O:2][C:3]([C:5]1[CH2:31][N:10]2[C:11]3[CH:12]=[C:13]([C:24]([OH:26])=[O:25])[CH:14]=[CH:15][C:16]=3[C:17]([CH:18]3[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]3)=[C:9]2[C:8]2[CH:32]=[CH:33][C:34]([O:36][CH3:37])=[CH:35][C:7]=2[CH:6]=1)=[O:4]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 5983755810-tert-butyl 6-methyl 13-cyclohexyl-3-methoxy-7H-indolo[2,1-a][2]benzazepine-6,10-dicarboxylate

生成物 1

HCID 5755909813-cyclohexyl-3-methoxy-6-(methoxycarbonyl)-7H-indolo[2,1-a][2]benzazepine-10-carboxylic acid収率 96.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

13-Cyclohexyl-3-methoxy-7H-benzo[3,4]azepino[1,2-a]indole-6,10-dicarboxylic acid 10-tert-butyl ester 6-methyl ester 1a (1 g, 1 eq) was dissolved in dry dichloromethane under N2, followed by the addition of trifluoroacetic acid (TFA) (8.88 ml, 60 eq). The solution was stirred at RT for 24 h. The solvent was then removed under reduced pressure. The crude product was triturated with diethyl ether. The crystals were filtered off and dried under vacuum overnight to afford the title product 13-Cyclohexyl-3-methoxy-7H-benzo[3,4]azepino[1,2-a]indole-6,10-dicarboxylic acid 6-methyl ester 13a (89%, 0.86 g); LC-MS: Rt. 3.19 min., m/z 446 [M+H]+.

後処理

  1. customThe solvent was then removed under reduced pressure
  2. customThe crude product was triturated with diethyl ether
  3. filtrationThe crystals were filtered off
  4. customdried under vacuum overnight

出典と根拠

ORDレコード
ord-3a0e77ffc4fb426cbf671602b9e934aa
出典データセット
uspto-grants-2016_08
特許番号
US09427440B2

反応ノート

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