1-(4-Chloro-phenyl)-pentane-1,2-diamine → HCID 178440010, compound

HRID 719139Notes

Reaction equation

HRID 719139 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([NH2:14])[CH:9]([NH2:13])[CH2:10][CH2:11][CH3:12])=[CH:4][CH:3]=1.Cl.[F:16][CH2:17][CH2:18][O:19][C:20]1[CH:30]=[C:29]([O:31][CH3:32])[CH:28]=[CH:27][C:21]=1[C:22](=N)OCC.ClC1C=CC(C2NC(C3C=CC(OC)=CC=3OCC)=NC2CC2CCCC2)=CC=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[NH:14][C:22]([C:21]3[CH:27]=[CH:28][C:29]([O:31][CH3:32])=[CH:30][C:20]=3[O:19][CH2:18][CH2:17][F:16])=[N:13][CH:9]2[CH2:10][CH2:11][CH3:12])=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 218968861-(4-Chloro-phenyl)-pentane-1,2-diamineHCID 21896889Ethyl 2-(2-fluoro-ethoxy)-4-methoxy-benzimidate hydrochlorideHCID 1784670165-(4-chloro-phenyl)-4-cyclopentylmethyl-2-(2-ethoxy-4-methoxy-phenyl)-4,5-dihydro-1H-imidazole

Product 1

HCID 178440010HCID 178440010, compound

Procedure

5-(4-Chloro-phenyl)-2-[2-(2-fluoro-ethoxy)-4-methoxy-phenyl]-4-propyl-4,5-dihydro-1H-imidazole was prepared from 1-(4-chloro-phenyl)-pentane-1,2-diamine and ethyl 2-(2-fluoro-ethoxy)-4-methoxy-benzimidate hydrochloride in an analogous manner as described for the preparation of 5-(4-chloro-phenyl)-4-cyclopentylmethyl-2-(2-ethoxy-4-methoxy-phenyl)-4,5-dihydro-1H-imidazole (Example 9). HR-MS (ES, m/z) observed 391.1587, calculated for C21H25N2O2FCl [(M+H)+]391.1583.

Sources & evidence

ORD record
ord-e40c296646a943a6b163e483d3588c5d
Source dataset
uspto-grants-2006_11
Patent number
US07132421B2

Reaction notes

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