Acetonitrile → Isobutyl 4-(6-(2-hydroxyphenyl)pyrimidin-4-yl)piperazine-1-carboxylate

HRID 2266959ノート

反応式

HRID 2266959 の反応式
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([N:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][CH2:17][CH:18]([CH3:20])[CH3:19])=[O:15])[CH2:10][CH2:9]2)[CH:3]=1.CC1(C)C(C)(C)OB([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[OH:35])O1.C([O-])([O-])=O.[K+].[K+].CC#N>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.O>[OH:35][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=1[C:2]1[N:7]=[CH:6][N:5]=[C:4]([N:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][CH2:17][CH:18]([CH3:20])[CH3:19])=[O:15])[CH2:10][CH2:9]2)[CH:3]=1

参加物

7

反応物 4

HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 27346222-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenolHCID 58857066Isobutyl 4-(6-chloropyrimidin-4-yl)piperazine-1-carboxylate

生成物 1

HCID 135547514Isobutyl 4-(6-(2-hydroxyphenyl)pyrimidin-4-yl)piperazine-1-carboxylate

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 962Water溶媒

反応条件

温度
130 °C

実験手順

A mixture of isobutyl 4-(6-chloropyrimidin-4-yl)piperazine-1-carboxylate (0.10 g, 0.33 mmol), 2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenol (87 mg, 0.11 mmol), Pd(PPh3)4 (3.8 mg, 3.3 μmol), K2CO3 (91 mg, 0.66 mmol), CH3CN (1 mL), and H2O (0.1 mL) was sealed in a microwave reactor vial. The reaction mixture was heated by microwave irradiation at 130° C. for two minutes. The reaction was filtered and purified by reverse phase HPLC (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)) to give isobutyl 4-(6-(2-hydroxyphenyl)pyrimidin-4-yl)piperazine-1-carboxylate. LC/MS: m/z 357.3 (M+H)+ at 2.72 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).

後処理

  1. customwas sealed in a microwave reactor vial
  2. filtrationThe reaction was filtered
  3. custompurified by reverse phase HPLC (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA))

出典と根拠

ORDレコード
ord-d57c0bd9180e4e4a8c7b3790eff23a54
出典データセット
uspto-grants-2010_12
特許番号
US07858786B2

反応ノート

読み込み中…