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

HRID 1581689

반응식

HRID 1581689 반응식
[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

참가 물질

8

반응물 6

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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)+.

후처리

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

출처 및 근거

ORD 기록
ord-9fd9e588799648d3bdebc4746bc4b3d8
출처 데이터셋
uspto-grants-2004_05
특허 번호
US06730684B1

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