HCID 11141857, compound → 1-(3-Methyl-butyl)-4-nitro-1H-pyrrole-2-carboxylic acid [2-(1,4,5,6-tetrahydropyrimidin-2-yl)-ethyl]-amide

HRID 23158Notes

Reaction equation

[C:1](CC[NH-])#N.[CH3:6][NH:7][C:8]([CH2:11][CH2:12][NH:13][C:14]([C:16]1[N:17]([CH2:24][CH2:25][CH:26]([CH3:28])[CH3:27])[CH:18]=[C:19]([N+:21]([O-:23])=[O:22])[CH:20]=1)=[O:15])=[N:9][CH3:10]>>[NH:9]1[CH2:10][CH2:1][CH2:6][N:7]=[C:8]1[CH2:11][CH2:12][NH:13][C:14]([C:16]1[N:17]([CH2:24][CH2:25][CH:26]([CH3:28])[CH3:27])[CH:18]=[C:19]([N+:21]([O-:23])=[O:22])[CH:20]=1)=[O:15]

Participants

Reactant 2

HCID 11141857HCID 11141857, compound

HCID 86584756Cyanoethylamide

Product 1

HCID 865847571-(3-Methyl-butyl)-4-nitro-1H-pyrrole-2-carboxylic acid [2-(1,4,5,6-tetrahydropyrimidin-2-yl)-ethyl]-amide

Procedure

Compound 274 was synthesized from cyanoethylamide 242 as described above for compound 270 using 1,3-propylamine (6 ml). ES MS: 364.37 (M+H+). H1-NMR (DMSO-d6): 0.85-0.87 (d, 6H, CH3), 1.42-1.61 (m, 3H, CH & CH2—CH of pyrrole), 1.79-1.84 (m, 2H, CH2CH2 CH2), 2.55-2.60 (t, 2H, CH2 CH2-amidine), 3.25 (m, 4H, CH2 CH2 CH2), 3.40-3.52 (m, 2H, CH2—NHCO), 4.33-4.38 (t, 2H, CH2-N), 7.48 and 8.18 (d, 1H, pyrrole), 8.15 and 9.78 (bs, 1H, NH-amidine), 8.89 (t, 1H, NHCO).

Sources & evidence

ORD record: ord-52b0d0b1be7f440799692b8e132f1c98
Source dataset: uspto-grants-2005_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06849713B2

Reaction notes

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