1,2-Dichloroethane → N-Methyl-N-(1-methyl-1H-indazol-3-ylmethyl)-2-phenylbenzamide

HRID 1581689

反応式

HRID 1581689 の反応式
[C:1]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:2]([C:7]([OH:9])=O)=[CH:3][CH:4]=[CH:5][CH:6]=1.[CH3:16][N:17]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:19]([CH2:26][NH:27][CH3:28])=[N:18]1.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.O.C(N(CC)CC)C>CN(C=O)C>[CH3:28][N:27]([CH2:26][C:19]1[C:20]2[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:17]([CH3:16])[N:18]=1)[C:7](=[O:9])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

参加物

8

反応物 6

HCID 111,2-DichloroethaneHCID 962WaterHCID 8471TriethylamineHCID 70357o-Phenylbenzoic acidHCID 757711-HydroxybenzotriazoleHCID 7537473N-Methyl-N-[(1-methyl-1H-indazol-3-yl)methyl]amine

生成物 1

HCID 9798740N-Methyl-N-(1-methyl-1H-indazol-3-ylmethyl)-2-phenylbenzamide収率 62.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 2-biphenylcarboxylic acid (198 mg, 1 mmole), 1-methyl-3-(methylaminomethyl)-1H-indazole (210 mg, 1.2 mmole), EDC (230 mg, 1.2 mmole), HOBt.H2O (162 mg, 1.2 mmole), and triethylamine (0.28 mL, 2.0 mmole) in DMF (5 mL) was stirred at RT. After 18 hr, the reaction was concentrated to dryness, and the residue was purified by flash chromatography on silica gel (45% EtOAc/hexanes). The title compound (221 mg, 62%) was obtained as a white solid: MS (ES) m/e 356 (M+H)+.

後処理

  1. concentrationthe reaction was concentrated to dryness
  2. customthe residue was purified by flash chromatography on silica gel (45% EtOAc/hexanes)

出典と根拠

ORDレコード
ord-9fd9e588799648d3bdebc4746bc4b3d8
出典データセット
uspto-grants-2004_05
特許番号
US06730684B1

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