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

HRID 2200908

反応式

HRID 2200908 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-caed84a4441748fb83a08326067543fe
出典データセット
uspto-grants-2016_06
特許番号
US09359371B2

関連ノート

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