HCID 178478696, compound → HCID 178479143, compound

HRID 242363Notes

Reaction equation

HRID 242363 reaction equation
[ClH:1].[NH2:2][C:3]1[NH:4][CH:5]=[C:6]([CH2:8][CH2:9][CH2:10][NH:11][C:12]([C:14]2[NH:15][CH:16]=[CH:17][CH:18]=2)=[O:13])[N:7]=1.[ClH:19].Cl.NCCCC1N=C(N)NC=1>>[ClH:1].[NH2:2][C:3]1[NH:4][CH:5]=[C:6]([CH2:8][CH2:9][CH2:10][NH:11][C:12]([C:14]2[NH:15][C:16]([Cl:19])=[C:17]([Cl:1])[CH:18]=2)=[O:13])[N:7]=1

Participants

3

Reactant 2

HCID 178478696HCID 178478696, compoundHCID 178479144HCID 178479144, compound

Product 1

HCID 178479143HCID 178479143, compoundYield 65%

Procedure

Using the same general procedure as used for the synthesis of 1H-pyrrole-2-carboxylic acid [3-(2-amino-1H-imidazol-4-yl)-propyl]-amide hydrochloride 17, 0.200 g of 4-(3-amino-propyl)-1H-imidazol-2-ylamine dihydrochloride 16 afforded 0.204 g (65%) of the title compound 20 as a white solid: 1H NMR (300 MHz, DMSO-d6) δ 8.32 (t, 1H, J=4.8 Hz), 6.91 (s, 2H), 6.53 (s, 1H), 3.21 (dt, 2H, J=6.6, 12.6 Hz), 2.42 (t, 2H, J=7.2 Hz), 1.72 (tt, 2H, J=7.5, 14.1 Hz); 13C NMR (75 MHz, DMSO-d6) δ 159.15, 147.11, 127.31, 125.14, 114.75, 109.82, 108.99, 107.77, 37.83, 28.03, 22.04; HRMS (ESI) calcd for C11H14Cl2N5O (MH+) 302.0569, found 302.0569.

Sources & evidence

ORD record
ord-46cf2cc6f23847349cdb3f13a8cfa355
Source dataset
uspto-grants-2014_02
Patent number
US08653124B2

Reaction notes

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