Pyruvic Acid → HCID 22616999, 화합물

HRID 565412노트

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HRID 565412 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 22616999HCID 22616999, 화합물수율 3%

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
85 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-27689c8a4a6f4318a3ba06032bc9fb5f
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06172084B2

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