Water → 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,7-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid

HRID 2170964노트

반응식

HRID 2170964 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[C:18]3[C:13](=[CH:14][C:15]([CH3:22])=[N:16][C:17]=3[O:19][CH2:20][CH3:21])[NH:12][C:11]([CH3:23])=[C:10]2[C:24]([O:26]CCC#N)=[O:25])=[C:5]([O:31][CH3:32])[CH:4]=1)#[N:2].[OH-].[Na+].C(OCC)C.O>COCCOC.O>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[C:18]3[C:13](=[CH:14][C:15]([CH3:22])=[N:16][C:17]=3[O:19][CH2:20][CH3:21])[NH:12][C:11]([CH3:23])=[C:10]2[C:24]([OH:26])=[O:25])=[C:5]([O:31][CH3:32])[CH:4]=1)#[N:2]

참가 물질

6

반응물 4

HCID 962WaterHCID 3283Diethyl EtherHCID 14798Sodium HydroxideHCID 686000482-Cyanoethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,7-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate

생성물 1

HCID 593496604-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,7-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid

시약·촉매·용매 1

HCID 18180031Water 1,2-dimethoxyethane용매

실험 절차

642 mg (2.52 mmol) of the compound from Example 26A are dissolved in 40 ml of 1,2-dimethoxyethane/water (3:1 v/v), mixed with 5.04 ml (5.04 mmol) of 1 N sodium hydroxide solution and stirred at room temperature overnight. The mixture is then mixed with 30 ml of diethyl ether and 30 ml of water, the organic phase is separated off, and the aqueous phase is adjusted to pH 4-5 with 1 N hydrochloric acid. The resulting suspension is stirred for 1 h, and the precipitated solid is then removed by filtration. The precipitate is washed with water and a little diethyl ether. Drying at 40° C. in vacuo results in 642 mg (67% of theory) of the title compound.

후처리

  1. customthe organic phase is separated off
  2. stirringThe resulting suspension is stirred for 1 h
  3. customthe precipitated solid is then removed by filtration
  4. washThe precipitate is washed with water
  5. customDrying at 40° C. in vacuo

출처 및 근거

ORD 기록
ord-f22fe89b04af48c98a3fc2133145d1e2
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09051316B2

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