Trifluoroacetic acid → 5-amino-3-chloro-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-indole-2-carboxamide trifluoroacetate

HRID 1875037ノート

反応式

HRID 1875037 の反応式
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[Cl:8][C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([NH:18]C(=O)OC(C)(C)C)[CH:16]=2)[NH:11][C:10]=1[C:26]([NH:28][CH2:29][C:30]1[CH:35]=[CH:34][C:33]([Cl:36])=[C:32]([O:37][C:38]2[CH:43]=[C:42]([C:44]#[N:45])[CH:41]=[C:40]([Cl:46])[CH:39]=2)[C:31]=1[F:47])=[O:27]>ClCCl>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH2:18][C:15]1[CH:16]=[C:17]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]([C:26]([NH:28][CH2:29][C:30]1[CH:35]=[CH:34][C:33]([Cl:36])=[C:32]([O:37][C:38]3[CH:43]=[C:42]([C:44]#[N:45])[CH:41]=[C:40]([Cl:46])[CH:39]=3)[C:31]=1[F:47])=[O:27])=[C:9]2[Cl:8]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 866449121,1-dimethylethyl (3-chloro-2-{[({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)amino]carbonyl}-1H-indol-5-yl)carbamate

生成物 1

HCID 866449135-amino-3-chloro-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-indole-2-carboxamide trifluoroacetate収率 68%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Trifluoroacetic acid (0.5 mL, 6.49 mmol) was added to a suspension of 1,1-dimethylethyl (3-chloro-2-{[({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)amino]carbonyl}-1H-indol-5-yl)carbamate (0.030 g, 0.050 mmol) in dichloromethane (3 mL). The resulting solution was stirred at room temperature overnight. The solvent was evaporated and the residue was purified by reverse phase HPLC (acetonitrile:water with 0.1% TFA) to give the title compound (0.021 g, 59%). 1H NMR (400 MHz, DMSO-d6) δ ppm 11.98-12.29 (m, 1H), 8.80-9.68 (m, 2H), 8.53-8.63 (m, 1H), 7.78-7.85 (m, 1H), 7.39-7.57 (m, 5H), 7.31-7.39 (m, 1H), 7.09-7.20 (m, 1H), 4.41-4.89 (m, 2H). ES MS: m/z 503 (M+1).

後処理

  1. customThe solvent was evaporated
  2. customthe residue was purified by reverse phase HPLC (acetonitrile:water with 0.1% TFA)

出典と根拠

ORDレコード
ord-2b0802df26ac4e57a1f6d24ffdc899cc
出典データセット
uspto-grants-2012_11
特許番号
US08304419B2

反応ノート

読み込み中…