Sodium Hydroxide → 4-((2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-neopentylpyrrolidine-2-carboxamido)-2-(trifluoromethyl)benzoic acid

HRID 1807247

反応式

C[O:2][C:3](=[O:45])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]([C@H:13]2[C@H:17]([C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[C:19]=3[F:25])[C@:16]([C:28]3[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][C:29]=3[F:35])([C:26]#[N:27])[C@H:15]([CH2:36][C:37]([CH3:40])([CH3:39])[CH3:38])[NH:14]2)=[O:12])=[CH:6][C:5]=1[C:41]([F:44])([F:43])[F:42].[OH-].[Na+]>CO>[Cl:34][C:31]1[CH:32]=[CH:33][C:28]([C@@:16]2([C:26]#[N:27])[C@H:15]([CH2:36][C:37]([CH3:39])([CH3:38])[CH3:40])[NH:14][C@@H:13]([C:11]([NH:10][C:7]3[CH:8]=[CH:9][C:4]([C:3]([OH:45])=[O:2])=[C:5]([C:41]([F:43])([F:44])[F:42])[CH:6]=3)=[O:12])[C@@H:17]2[C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[C:19]=2[F:25])=[C:29]([F:35])[CH:30]=1

参加物

反応条件

温度: 50 °C

実験手順

Rac 4 {[(2R,3S,4R,5S)-4-(4-Chloro-2-fluoro-phenyl)-3-(3-chloro-2-fluoro-phenyl)-4-cyano-5-(2,2-dimethyl-propyl)-pyrrolidine-2-carbonyl]-amino}-2-trifluoromethyl-benzoic acid methyl ester (36 mg) was dissolved in MeOH (10 mL). To the stirred solution was added NaOH (1N, 3 mL) and the mixture was stirred at 50° C. for 3 hrs. The solvent was removed and the residue was treated with 1 N HCl to make the mixture acidic. The white suspension was filtered to collect the white solid as the title compound (29 mg, 82% yield).

後処理

customThe solvent was removed
additionthe residue was treated with 1 N HCl
filtrationThe white suspension was filtered

出典と根拠

ORDレコード: ord-efb527d71e744a058619e6b73bf200fa
出典データセット: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08354444B2

反応式

参加物

反応物 2

生成物 1

試薬・触媒・溶媒 1

反応条件

実験手順

後処理

出典と根拠

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