Triethylamine → HCID 46833681, compound

HRID 1626203Notes

Reaction equation

HRID 1626203 reaction equation
[Br:1][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][C:6]=1[C:12]1[N:13]([CH3:17])[N:14]=[CH:15][CH:16]=1.[CH3:18][O:19][C:20]1[CH:21]=[C:22]([CH:26]=[CH:27][CH:28]=1)[C:23](Cl)=[O:24].C(N(CC)CC)C>C1COCC1>[Br:1][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:23](=[O:24])[C:22]2[CH:26]=[CH:27][CH:28]=[C:20]([O:19][CH3:18])[CH:21]=2)=[CH:7][C:6]=1[C:12]1[N:13]([CH3:17])[N:14]=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 74374m-Anisoyl chlorideHCID 468336804-(2-bromo-ethoxy)-3-(2-methyl-2H-pyrazol-3-yl)-phenylamine

Product 1

HCID 46833681HCID 46833681, compoundYield 65.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 4-(2-Bromo-ethoxy)-3-(2-methyl-2H-pyrazol-3-yl)-phenylamine (1.012 g, 3.417 mmole), 3-methoxy-benzoyl chloride (700 mg, 1.2 eq), and triethylamine (1.0 mL, 2 eq) in 5 mL THF was stirred at room temperature for 10 minutes. The mixture was purified by HPLC to give title compound as white solid (957 mg, 52%). Exact mass calculated for C20H20BrN3O3 429.1, found 430.3 (M+H79Br, 100), 432.5 (M+H81Br, 98).

Workup

  1. customThe mixture was purified by HPLC

Sources & evidence

ORD record
ord-1131f19f5d1d43a199fa1c623c94251a
Source dataset
uspto-grants-2014_07
Patent number
US08785441B2

Reaction notes

Loading…