Methanol → 4-[(3-Chloro-4-methoxybenzyl)amino]-2-[(2S)-2-(hydroxymethyl)-pyrrolidin-1-yl]pyrimidine-5-carboxylic acid

HRID 2200908

반응식

HRID 2200908 반응식
CO.[Cl:3][C:4]1[CH:5]=[C:6]([CH:27]=[CH:28][C:29]=1[O:30][CH3:31])[CH2:7][NH:8][C:9]1[C:14]([C:15]([O:17]CC)=[O:16])=[CH:13][N:12]=[C:11]([N:20]2[CH2:24][CH2:23][CH2:22][C@H:21]2[CH2:25][OH:26])[N:10]=1.O.[Na]>O>[Cl:3][C:4]1[CH:5]=[C:6]([CH:27]=[CH:28][C:29]=1[O:30][CH3:31])[CH2:7][NH:8][C:9]1[C:14]([C:15]([OH:17])=[O:16])=[CH:13][N:12]=[C:11]([N:20]2[CH2:24][CH2:23][CH2:22][C@H:21]2[CH2:25][OH:26])[N:10]=1

참가 물질

5

반응물 3

HCID 887MethanolHCID 52348789Ethyl 4-((3-chloro-4-methoxy-phenyl)methylamino)-2-((2S)-2-(hydroxymethyl)pyrrolidin-1-yl)pyrimidine-5-carboxylateHCID 71353970Sodium monohydrate

생성물 1

HCID 671193354-[(3-Chloro-4-methoxybenzyl)amino]-2-[(2S)-2-(hydroxymethyl)-pyrrolidin-1-yl]pyrimidine-5-carboxylic acid수율 48.1%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Methanol (50 mL) was added in ethyl (s)-4-((3-chloro-4-methoxybenzyl)amino)-2-(2-(hydroxymethyl)tetrahydropyrrole-1-yl)-5-pyrimidine carboxylate (8.75 g, 20.8 mmol). In water (20 mL) was dissolved sodium hydrate (1.66 g, 41.6 mmol), then the aqueous solution was added to the reaction solution. The reaction was conducted in an oil bath of 50 to 60° C. overnight. The reaction was monitored by LC-MS. The organic solvent was removed by rotary evaporation. The residual aqueous phase was adjusted to a pH of 3 to 4. Then solid was precipitated. The precipitation was filtrated and dried to give a solid (3.9 g, 48.1% yield).

후처리

  1. additionthe aqueous solution was added to the reaction solution
  2. customThe organic solvent was removed by rotary evaporation
  3. customThen solid was precipitated
  4. customThe precipitation
  5. filtrationwas filtrated
  6. customdried

출처 및 근거

ORD 기록
ord-caed84a4441748fb83a08326067543fe
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09359371B2

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