L-Lysine → (R)-2-(9-chloro-7-(4-isopropoxy-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid L-lysine salt

HRID 1526421ノート

反応式

HRID 1526421 の反応式
[Cl:1][C:2]1[C:10]2[CH:9]=[C:8]([O:11][CH2:12][C:13]3[CH:18]=[CH:17][C:16]([O:19][CH:20]([CH3:22])[CH3:21])=[C:15]([C:23]([F:26])([F:25])[F:24])[CH:14]=3)[CH:7]=[CH:6][C:5]=2[N:4]2[CH2:27][CH2:28][C@H:29]([CH2:30][C:31]([OH:33])=[O:32])[C:3]=12.[NH2:34][C@H:35]([C:41]([OH:43])=[O:42])[CH2:36][CH2:37][CH2:38][CH2:39][NH2:40]>C(#N)C>[NH2:34][C@H:35]([C:41]([OH:43])=[O:42])[CH2:36][CH2:37][CH2:38][CH2:39][NH2:40].[Cl:1][C:2]1[C:10]2[CH:9]=[C:8]([O:11][CH2:12][C:13]3[CH:18]=[CH:17][C:16]([O:19][CH:20]([CH3:22])[CH3:21])=[C:15]([C:23]([F:24])([F:25])[F:26])[CH:14]=3)[CH:7]=[CH:6][C:5]=2[N:4]2[CH2:27][CH2:28][C@H:29]([CH2:30][C:31]([OH:33])=[O:32])[C:3]=12

参加物

4

反応物 2

HCID 5962L-LysineHCID 53362086(R)-2-(9-chloro-7-(4-isopropoxy-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid

生成物 1

HCID 53362085(R)-2-(9-chloro-7-(4-isopropoxy-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid L-lysine salt収率 91%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
70 °C

実験手順

(R)-2-(9-Chloro-7-(4-isopropoxy-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid (2.0 g, 4.15 mmol) was dissolved in acetonitrile (66 mL) with heating (70° C., oil bath) and a 2.0 M aqueous L-lysine solution (2.075 mL, 4.15 mmol) was added. After addition, the oil bath was turned off, and the reaction was allowed to slowly cool to room temperature and stirred for 16 h. The white solid was collected by vacuum filtration to afford 2.365 grams of the desired (R)-2-(9-chloro-7-(4-isopropoxy-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid L-lysine salt (91% yield).

後処理

  1. additionAfter addition
  2. temperatureto slowly cool to room temperature
  3. filtrationThe white solid was collected by vacuum filtration

出典と根拠

ORDレコード
ord-1a20ffe1eb8440d485b580d9c314a2ab
出典データセット
uspto-grants-2015_07
特許番号
US09085581B2

反応ノート

読み込み中…