Sodium Hydroxide → 8-(trans-2,3-Dihydro-2-hydroxy-1-indenylamino)-2,3-dimethyl-imidazo[1,2-a]pyridine-6-carboxylic acid

HRID 2053034노트

반응식

HRID 2053034 반응식
[OH:1][C@@H:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C@H:3]1[NH:11][C:12]1[C:13]2[N:14]([C:22]([CH3:26])=[C:23]([CH3:25])[N:24]=2)[CH:15]=[C:16]([C:18]([O:20]C)=[O:19])[CH:17]=1.[OH-].[Na+]>O1CCOCC1>[OH:1][C@@H:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C@H:3]1[NH:11][C:12]1[C:13]2[N:14]([C:22]([CH3:26])=[C:23]([CH3:25])[N:24]=2)[CH:15]=[C:16]([C:18]([OH:20])=[O:19])[CH:17]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 69114655Methyl 8-(trans-2,3-dihydro-2-hydroxy-1-indenylamino)-2,3-dimethyl-imidazo[1,2-a]pyridine-6-carboxylate

생성물 1

HCID 691143868-(trans-2,3-Dihydro-2-hydroxy-1-indenylamino)-2,3-dimethyl-imidazo[1,2-a]pyridine-6-carboxylic acid수율 73%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

2.0 g (5.7 mmol) methyl 8-(trans-2,3-dihydro-2-hydroxy-1-indenylamino)-2,3-dimethyl-imidazo[1,2-a]pyridine-6-carboxylate are suspended in 100 ml dioxane and 20 ml 2N aqueous sodium hydroxide and heated to reflux. After 1 h the reaction mixture is cooled down, evaporated in vacuo to ¼ of its volume and 50 ml water are added. The pH of the mixture is adjusted to pH=7 by adding 2N hydrochloric acid and the flask is placed in an ice bath. After 30 min, the precipitate is collected, washed with water and dried in vacuo at 50° C. to yield 1.4 g (73%) of the title compound (m.p. 246-249° C.).

후처리

  1. temperatureAfter 1 h the reaction mixture is cooled down
  2. customevaporated in vacuo
  3. additionare added
  4. additionby adding 2N hydrochloric acid
  5. customthe flask is placed in an ice bath
  6. customthe precipitate is collected
  7. washwashed with water
  8. customdried in vacuo at 50° C.

출처 및 근거

ORD 기록
ord-d101d1924c994a148e0bd10639dea45d
출처 데이터셋
uspto-grants-2008_02
특허 번호
US07326718B2

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