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Pyridine → 2-(6-(4-(2-Benzyloxyethyl)piperazin-1-yl)-2-methylpyrimidin-4-ylamino)thiazole-5-formic acid

HRID 515261
ノート
印刷プレビュー

反応式

HRID 515261 の反応式
[OH:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][N:7]([C:10]2[N:15]=[C:14]([CH3:16])[N:13]=[C:12]([NH:17][C:18]3[S:19][C:20]([C:23]([OH:25])=[O:24])=[CH:21][N:22]=3)[CH:11]=2)[CH2:6][CH2:5]1.[C:26](OC(=O)C)(=O)[CH3:27].N1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>CN(C1C=CN=CC=1)C>[CH2:34]([O:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][N:7]([C:10]2[N:15]=[C:14]([CH3:16])[N:13]=[C:12]([NH:17][C:18]3[S:19][C:20]([C:23]([OH:25])=[O:24])=[CH:21][N:22]=3)[CH:11]=2)[CH2:6][CH2:5]1)[C:35]1[CH:27]=[CH:26][CH:38]=[CH:37][CH:36]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 498222172-((6-(4-(2-Hydroxyethyl)piperazin-1-yl)-2-methylpyrimidin-4-yl)amino)-1,3-thiazole-5-carboxylic acid2 回

生成物 1

HCID 866764312-(6-(4-(2-Benzyloxyethyl)piperazin-1-yl)-2-methylpyrimidin-4-ylamino)thiazole-5-formic acid収率 71.7%

試薬・触媒・溶媒 1

HCID 14284
4-(Dimethylamino)pyridine
触媒

反応条件

温度
50 °C

実験手順

2-(6-(4-(2-hydroxyethyl)piperazin-1-yl)-2-methylpyrimidin-4-ylamino)thiazole-5-formic acid (Compound 7) (30 g, 0.082 mol), pyridine (300 mL) and DMAP (0.3 g) were mixed in a four-necked flask, and acetic anhydride was added by droplet when the temperature was controlled at 30° C. After adding, it was heated up to 50° C. and reacted overnight in thermal insulation. After reaction it was cooled down to room temperature and grew the grain overnight. After air pump filtration, the cake was rinsed by suitable amount of methylene dichloride. Then the cake was taken up and put into methylene dichloride (150 mL) and stirred for 30 min at room temperature. After air pump filtration the cake was dried to constant weight by blast at 60° C. to give light yellow to off-white solid target Compound 17 (Pg is acetyl) (24 g, yield: 71.7%).

後処理

  1. customwas controlled at 30° C
  2. additionAfter adding
  3. customreacted overnight in thermal insulation
  4. customAfter reaction it
  5. temperaturewas cooled down to room temperature
  6. customthe grain overnight
  7. filtrationAfter air pump filtration
  8. washthe cake was rinsed by suitable amount of methylene dichloride
  9. filtrationAfter air pump filtration the cake
  10. customwas dried to constant weight by blast at 60° C.

出典と根拠

ORDレコード
ord-3514e12c7a2d478a93ffae7c5d97400c
出典データセット
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09108954B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート