1,1'-Carbonyldiimidazole → 2-(2-(3-(Trifluoromethyl)-4,5,6,7-tetrahydroindazole-1-yl)acetamido)thiophene-3-carboxamide

HRID 1162748

反応式

[NH2:1][C:2]1[S:3][CH:4]=[CH:5][C:6]=1[C:7]([NH2:9])=[O:8].[F:10][C:11]([F:26])([F:25])[C:12]1[C:20]2[CH2:19][CH2:18][CH2:17][CH2:16][C:15]=2[N:14]([CH2:21][C:22](O)=[O:23])[N:13]=1.C(N1C=CN=C1)(N1C=CN=C1)=O>C(Cl)Cl.CN(C=O)C>[F:26][C:11]([F:10])([F:25])[C:12]1[C:20]2[CH2:19][CH2:18][CH2:17][CH2:16][C:15]=2[N:14]([CH2:21][C:22]([NH:1][C:2]2[S:3][CH:4]=[CH:5][C:6]=2[C:7]([NH2:9])=[O:8])=[O:23])[N:13]=1

参加物

反応条件

温度: 120 °C

実験手順

2-aminothiophene-3-carboxamide (23 mg, 0.16 mmol) and 2-(3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazole-1-yl)acetic acid (40 mg, 0.16 mmol) were dissolved in DCM/DMF (2 mL/50 μL) and polymer supported carbonyldiimidazole (264 mg, 1.2 mmol/g, 0.32 mmol) added. The reaction mixture was heated at 120° C. for 10 min in a Biotage SmithCreator microwave. The reaction mixture was filtered washing with MeOH (10 mL), EtOAc (10 mL), and MeCN (10 mL). The filtrate was concentrated in vacuo to give a yellow gum. Purification by preparative reverse phase HPLC gave desired product (1 mg, 2%).

後処理

additionadded
filtrationThe reaction mixture was filtered
washwashing with MeOH (10 mL), EtOAc (10 mL), and MeCN (10 mL)
concentrationThe filtrate was concentrated in vacuo
customto give a yellow gum
customPurification by preparative reverse phase HPLC

出典と根拠

ORDレコード: ord-31b1677b6eee4b349fa72a597452b90c
出典データセット: uspto-grants-2010_10
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07820707B2

反応式

参加物

反応物 3

生成物 1

試薬・触媒・溶媒 1

反応条件

実験手順

後処理

出典と根拠

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