Thiourea → 5-(1H-Indol-1-ylmethyl)-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone

HRID 705942ノート

反応式

HRID 705942 の反応式
[OH:1]/[CH:2]=[C:3](/[CH2:8][N:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10]1)\[C:4](OC)=O.[NH2:18][C:19]([NH2:21])=[S:20]>CO>[N:9]1([CH2:8][C:3]2[C:2](=[O:1])[NH:18][C:19](=[S:20])[NH:21][CH:4]=2)[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10]1

参加物

4

反応物 2

HCID 2723790ThioureaHCID 67953507Methyl(2Z)-3-hydroxy-2-(1H-indol-1-ylmethyl)-2-propenoate

生成物 1

HCID 866662205-(1H-Indol-1-ylmethyl)-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone収率 70.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
50 °C

実験手順

To a solution of methyl (2Z)-3-hydroxy-2-(1H-indol-1-ylmethyl)-2-propenoate (1.138 g, 4.92 mmol) in MeOH (20 mL) was added thiourea (1.0 g, 13.14 mmol) in one portion. The mixture was heated at 50° C. overnight. Purification via reverse phase flash chromatography then afforded the title compound (0.93 g, 3.47 mmol, 70.5% yield). LCMS: rt=2.28 min, [M+H+]=258

後処理

  1. customPurification via reverse phase flash chromatography

出典と根拠

ORDレコード
ord-335f4cea5a11425b97d2898a125f8f93
出典データセット
uspto-grants-2015_11
特許番号
US09174968B2

反応ノート

読み込み中…