HCID 58442296, compound → N-(2-(1H-imidazol-2-yl)propyl)-3-amino-6-bromo-5-(trifluoromethyl)pyrazine-2-carboxamide

HRID 887848Notes

Reaction equation

HRID 887848 reaction equation
[NH2:1][C:2]1[C:3]([C:13]([OH:15])=O)=[N:4][C:5]([Br:12])=[C:6]([C:8]([F:11])([F:10])[F:9])[N:7]=1.[NH:16]1[CH:20]=[CH:19][N:18]=[C:17]1[CH:21]([CH3:24])[CH2:22][NH2:23].NCCC1N=CNC=1>>[NH:16]1[CH:20]=[CH:19][N:18]=[C:17]1[CH:21]([CH3:24])[CH2:22][NH:23][C:13]([C:3]1[C:2]([NH2:1])=[N:7][C:6]([C:8]([F:9])([F:10])[F:11])=[C:5]([Br:12])[N:4]=1)=[O:15]

Participants

4

Reactant 3

HCID 58442296HCID 58442296, compound2×HCID 671251692-(1H-imidazol-2-yl)propan-1-amineHCID 178419017HCID 178419017, compound2×

Product 1

HCID 58442336N-(2-(1H-imidazol-2-yl)propyl)-3-amino-6-bromo-5-(trifluoromethyl)pyrazine-2-carboxamide

Procedure

The title compound was prepared from 3-amino-6-bromo-5-trifluoromethyl-pyrazine-2-carboxylic acid (Intermediate C) and 2-(1H-imidazol-2-yl)propan-1-amine (prepared according to the procedure of Steffens, Robert; Schunack, Walter. Histamine analogs, XXVI. Racemic histamine H1-agonists. Archiv der Pharmazie (Weinheim, Germany) (1984), 317(9), 771-6; 1H NMR (400 MHz, DMSO-d6) δ 11.8 (1H, s), 9.0 (1H, t), 8.1 (2H, s), 7.0 (1H, s), 6.8 (1H, s), 3.55 (2H, m), 3.15 (1H, m), 1.2 (3H, d). LC-MS [M+H]+ 393.0/395.1

Workup

  1. customprepared

Sources & evidence

ORD record
ord-d3ae95b2d74444de9ca0ff19f9de2443
Source dataset
uspto-grants-2012_08
Patent number
US08247436B2

Reaction notes

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