4-Nitrophenyl chloroformate → HCID 68676170、化合物

HRID 491168ノート

反応式

HRID 491168 の反応式
Cl[C:2](OC1C=CC([N+]([O-])=O)=CC=1)=[O:3].[CH2:14]([O:21][C:22]1[C:27]([CH3:28])=[CH:26][C:25]([CH2:29][C@@H:30]([OH:35])[C:31]([O:33][CH3:34])=[O:32])=[CH:24][C:23]=1[CH3:36])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[NH:37]1[CH2:42][CH2:41][CH:40]([C:43]2[C:44](=[O:53])[NH:45][C:46]3[C:51]([CH:52]=2)=[CH:50][CH:49]=[CH:48][CH:47]=3)[CH2:39][CH2:38]1>C1COCC1.N1C=CC=CC=1>[O:53]=[C:44]1[C:43]([CH:40]2[CH2:39][CH2:38][N:37]([C:2]([O:35][C@@H:30]([C:31]([O:33][CH3:34])=[O:32])[CH2:29][C:25]3[CH:24]=[C:23]([CH3:36])[C:22]([O:21][CH2:14][C:15]4[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=4)=[C:27]([CH3:28])[CH:26]=3)=[O:3])[CH2:42][CH2:41]2)=[CH:52][C:51]2[C:46](=[CH:47][CH:48]=[CH:49][CH:50]=2)[NH:45]1

参加物

6

反応物 3

HCID 821294-Nitrophenyl chloroformateHCID 183210463-(Piperidin-4-yl)quinolin-2(1H)-oneHCID 67273374methyl(R)-3-(4-benzyloxy-3,5-dimethyl-phenyl)-2-hydroxy-propionate

生成物 1

HCID 68676170HCID 68676170、化合物

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒2 回HCID 8028Tetrahydrofuran溶媒

反応条件

温度
60 °C

実験手順

Under a nitrogen atmosphere 0.91 g (4.38 mmol) 4-nitrophenyl chloroformate in 10 mL THF were metered into 20 mL pyridine within 10 min at a bath temperature of 60° C., the mixture was stirred for 10 min, then 1.38 g (4.38 mmol) methyl(R)-3-(4-benzyloxy-3,5-dimethyl-phenyl)-2-hydroxy-propionate in 40 mL pyridine were added and the reaction mixture was stirred for 2 h at 60° C. The reaction solution was combined with 1.00 g (4.38 mmol) 3-piperidin-4-yl-1H-quinoline-2-one and stirred for 4 h at 100° C. The reaction mixture was evaporated down i.vac. and the residue was purified by HPLC. The fractions containing the product were combined, evaporated down i.vac., the residue was made alkaline with 15% K2CO3 solution, the precipitate was suction filtered, washed with 20 mL water and dried at 50° C.

後処理

  1. stirringthe reaction mixture was stirred for 2 h at 60° C
  2. stirringstirred for 4 h at 100° C
  3. customThe reaction mixture was evaporated down i.vac
  4. customand the residue was purified by HPLC
  5. additionThe fractions containing the product
  6. customevaporated down i.vac
  7. filtrationfiltered
  8. washwashed with 20 mL water
  9. customdried at 50° C.

出典と根拠

ORDレコード
ord-254e89b14c1140f7a0a3921ad787dd2f
出典データセット
uspto-grants-2009_05
特許番号
US07528129B2

反応ノート

読み込み中…