Cyclohexylamine → Cyclohexylmethyl-2-methyl-5-(3-methyl-pyrazin-2-yl)-1H-pyrrole-3-carboxylic acid cyclohexylamide

HRID 2105800Notes

Reaction equation

HRID 2105800 reaction equation
[CH:1]1([NH2:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Br[CH2:9][C:10]([C:12]1[C:17]([CH3:18])=[N:16][CH:15]=[CH:14][N:13]=1)=O.[CH3:19][C:20]1[C:21]([C:26](=[O:28])C)=N[CH:23]=[CH:24][N:25]=1>>[CH:1]1([NH:7][C:26]([C:21]2[CH:9]=[C:10]([C:12]3[C:17]([CH3:18])=[N:16][CH:15]=[CH:14][N:13]=3)[N:25]([CH2:24][CH:23]3[CH2:5][CH2:6][CH2:1][CH2:2][CH2:3]3)[C:20]=2[CH3:19])=[O:28])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 7965CyclohexylamineHCID 320932-Acetyl-3-methylpyrazineHCID 234425802-Bromo-1-(3-methylpyrazin-2-yl)ethanone

Product 1

HCID 58998994Cyclohexylmethyl-2-methyl-5-(3-methyl-pyrazin-2-yl)-1H-pyrrole-3-carboxylic acid cyclohexylamide

Procedure

The title compound was synthesized in analogy to Example 1, using cyclohexylamine as R1R2NH, c-cyclohexyl-methylamine as R3—(CH2)m—NH2 and 2-bromo-1-(3-methyl-pyrazin-2-yl)-ethanone (available from 1-(3-methyl-pyrazin-2-yl)-ethanone [23787-80-6] following the procedure described by D. W. Robertson et. Al, J. Med. Chem., 29, 1986, 1577-1586); MS (ISP) 395.4 (M+H)+.

Sources & evidence

ORD record
ord-eb35e26b94854abe847d536c034ac115
Source dataset
uspto-grants-2009_08
Patent number
US07579369B2

Reaction notes

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