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1H-Imidazole-1-propanamine → 2-Bromo-N-[3-(1H-imidazol-1-yl)propyl]-5-thiazolecarboxamide

HRID 522698
ノート
印刷プレビュー

反応式

HRID 522698 の反応式
[Br:1][C:2]1[S:3][C:4]([C:7]([OH:9])=O)=[CH:5][N:6]=1.[N:10]1([CH2:15][CH2:16][CH2:17][NH2:18])[CH:14]=[CH:13][N:12]=[CH:11]1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.CCN(C(C)C)C(C)C>ClCCl>[N:10]1([CH2:15][CH2:16][CH2:17][NH:18][C:7]([C:4]2[S:3][C:2]([Br:1])=[N:6][CH:5]=2)=[O:9])[CH:14]=[CH:13][N:12]=[CH:11]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

6

反応物 4

HCID 787361H-Imidazole-1-propanamineHCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 27632102-Bromothiazole-5-carboxylic acid

生成物 1

HCID 900133742-Bromo-N-[3-(1H-imidazol-1-yl)propyl]-5-thiazolecarboxamide

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒
2 回

反応条件

温度
25 °C

実験手順

2-Bromothiazole-5-carboxylic acid (0.4 g, 1.923 mmol), 3-(1H-imidazole-1-yl)propan-1-amine (0.265 g, 2.115 mmol), and benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (BOP) (0.935 g, 2.115 mmol) were mixed in dichloromethane (7 ml), treated with Hunig's base (0.705 ml, 4.04 mmol) and stirred at 25° C. for 2 hours. The reaction mixture was diluted with dichloromethane and washed with water and brine. The organic layer was dried (MgSO4), filtered and concentrated. Purification by flash chromatography (silica gel, 2-20% methanol/dichloromethane) afforded the title compound.

後処理

  1. washwashed with water and brine
  2. dry with materialThe organic layer was dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customPurification by flash chromatography (silica gel, 2-20% methanol/dichloromethane)

出典と根拠

ORDレコード
ord-a99bcaaa48f845cf97ba0762728366ac
出典データセット
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09334264B2

反応ノート

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