Sodium Hydroxide → 3-Methyl-2-{2-oxo-3-(4-(pyridin-4-ylmethoxy)benzyl)imidazolidin-1-yl}-butyric acid

HRID 1994306ノート

反応式

HRID 1994306 の反応式
[CH3:1][CH:2]([CH3:30])[CH:3]([N:9]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23]3[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=3)=[CH:17][CH:16]=2)[C:10]1=[O:29])[C:4]([O:6]CC)=[O:5].[OH-].[Na+]>CO>[CH3:1][CH:2]([CH3:30])[CH:3]([N:9]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23]3[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=3)=[CH:17][CH:16]=2)[C:10]1=[O:29])[C:4]([OH:6])=[O:5]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 68538692Ethyl 3-methyl-2-{2-oxo-3-(4-(pyridin-4-ylmethoxy)benzyl)imidazolidin-1-yl}-butyrate

生成物 1

HCID 685396553-Methyl-2-{2-oxo-3-(4-(pyridin-4-ylmethoxy)benzyl)imidazolidin-1-yl}-butyric acid収率 81.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
0 °C

実験手順

Ethyl 3-methyl-2-{2-oxo-3-(4-(pyridin-4-ylmethoxy)benzyl)imidazolidin-1-yl}-butyrate (45 mg; 0.11 mmol) was dissolved in methanol (1.5 ml) and cooled to 0° C. NaOH (1N, 5 ml) was added, and the mixture was allowed to warm to RT over the course of 3 h. The methanol was then removed under reduced pressure, and water (1.5 ml) and saturated NaH2PO4 solution (3 ml) were added to the residue. The solid was filtered off with suction and washed with water. Drying under reduced pressure at 60° C. resulted in 3-methyl-2-{2-oxo-3-(4-(pyridin-4-ylmethoxy)benzyl)imidazolidin-1-yl}-butyric acid (36 mg; 0.09 mmol). MS: 384.45 (M+H); Rt: 0.87 min (method: gradient 0 min 96% H2O (0.05% TFA) 2.0 min 95% acetonitrile, 95% acetonitrile to 2.4 min, 4% acetonitrile 2.45 min; flow rate 1 ml/min; column 0.4 μL (YMC J'sphere ODS H80 20X2 1.4μ); 30° C.)

後処理

  1. temperatureto warm to RT over the course of 3 h
  2. customThe methanol was then removed under reduced pressure, and water (1.5 ml) and saturated NaH2PO4 solution (3 ml)
  3. additionwere added to the residue
  4. filtrationThe solid was filtered off with suction
  5. washwashed with water
  6. customDrying under reduced pressure at 60° C.

出典と根拠

ORDレコード
ord-34232875446548ccbef6be08589f5b58
出典データセット
uspto-grants-2010_01
特許番号
US07652143B2

反応ノート

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