Pyruvic Acid → HCID 22616999、化合物

HRID 565412ノート

反応式

HRID 565412 の反応式
[C:1]([OH:6])(=[O:5])[C:2]([CH3:4])=O.[C:7]([N:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16]([CH:23]=O)=[CH:15]1)([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8].[NH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>C(O)(=O)C>[C:7]([N:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16]([C:23]2[CH:4]=[C:2]([C:1]([OH:6])=[O:5])[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[N:25]=2)=[CH:15]1)([O:9][C:10]([CH3:11])([CH3:12])[CH3:13])=[O:8]

参加物

5

反応物 3

HCID 1060Pyruvic AcidHCID 6115AnilineHCID 2764519tert-butyl 3-formyl-1H-indole-1-carboxylate

生成物 1

HCID 22616999HCID 22616999、化合物収率 3%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
85 °C

実験手順

To a 500 mL round bottom flask was added 27.2 g (0.31 mol) of pyruvic acid (Lancaster), N-Boc-indole-3-carboxaldehyde (0.16 mol) and 200 mL of acetic acid. The reaction mixture was heated at 85° C. until all the solid material had dissolved (−30 min). Then aniline (0.31 mol) was added and the reaction mixture was stirred for 90 minutes at 85° C. The precipitate was filtered hot in a fritted funnel and washed with acetic acid (2×50 mL) and then with ether (2×50 mL). The solid filter cake was dried in vacuo to yield 2-(N-Boc-3-indolyl)-4-quinolinecarboxylic Acid (3-50% yield) of pure (>95%) material.

後処理

  1. dissolutionhad dissolved (−30 min)
  2. filtrationThe precipitate was filtered hot in a fritted funnel
  3. washwashed with acetic acid (2×50 mL)
  4. filtrationThe solid filter cake
  5. customwas dried in vacuo

出典と根拠

ORDレコード
ord-27689c8a4a6f4318a3ba06032bc9fb5f
出典データセット
uspto-grants-2001_01
特許番号
US06172084B2

反応ノート

読み込み中…