Triethylamine → 1-(4-Bromobenzyl)-5-methoxy-2-methylindole-3-acetamide

HRID 2394242ノート

反応式

HRID 2394242 の反応式
[Br:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([O:16][CH3:17])=[CH:13][CH:14]=3)[C:9]([CH2:18][C:19](O)=[O:20])=[C:8]2[CH3:22])=[CH:4][CH:3]=1.C([N:27](CC)CC)C.C(OC(Cl)=O)C(C)C>C1COCC1>[Br:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([O:16][CH3:17])=[CH:13][CH:14]=3)[C:9]([CH2:18][C:19]([NH2:27])=[O:20])=[C:8]2[CH3:22])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 62365Isobutyl chloroformateHCID 108102851-(4-Bromobenzyl)-5-methoxy-2-methylindole-3-acetic acid

生成物 1

HCID 189728231-(4-Bromobenzyl)-5-methoxy-2-methylindole-3-acetamide収率 80.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 1-(4-bromobenzyl)-5-methoxy-2-methylindole-3-acetic acid (8.5 g, 21.9 mmol) in 85 mL of THF at -10° C. was added triethylamine (3.8 mL, 27.4 mmol) and isobutylchloroformate (3.4 mL, 26.3 mmol). The reaction mixture was stirred for 15 min. then ammonia gas was bubbled through the solution for 5 min. A white precipitate formed whiCh was collected by vacuum filtration. The solid was washed with H2O then THF to give 6.8 g (80%) of the desired amide.

後処理

  1. customammonia gas was bubbled through the solution for 5 min
  2. customA white precipitate formed
  3. filtrationwhiCh was collected by vacuum filtration
  4. washThe solid was washed with H2O

出典と根拠

ORDレコード
ord-14ecf963655a4bf490148cbac6700ad3
出典データセット
uspto-grants-1998_09
特許番号
US05811425

反応ノート

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