2-Chlorobenzoxazole → HCID 11396148, compound

HRID 347285Notes

Reaction equation

Cl[C:2]1[O:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[CH2:11]1[CH2:16][CH2:15][CH:14]([CH2:17][C@H:18]([NH2:22])[C:19]([OH:21])=O)[CH2:13][CH2:12]1.[F:23][C:24]1[CH:29]=[CH:28][C:27]([NH:30][CH2:31][CH2:32][NH2:33])=[CH:26][CH:25]=1>>[O:3]1[C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=[C:2]1[NH:22][C@@H:18]([CH2:17][CH:14]1[CH2:13][CH2:12][CH2:11][CH2:16][CH2:15]1)[C:19]([NH:33][CH2:32][CH2:31][NH:30][C:27]1[CH:28]=[CH:29][C:24]([F:23])=[CH:25][CH:26]=1)=[O:21]

Participants

Reactant 3

HCID 119862-Chlorobenzoxazole

HCID 7124213-Cyclohexyl-L-alanine

HCID 3016534N-(4-Fluorophenyl)ethylenediamine

Product 1

HCID 11396148HCID 11396148, compound

Procedure

The title compound was prepared from 2-chlorobenzoxazole, L-cyclohexylalanine and N1-(4-fluoro-phenyl)-ethane-1,2-diamine.2HCl using the procedure analogous to that described in example 2. 1H NMR (DMSO-d6, 400 MHz) δ 8.16(m, 2H), 7.30(m, 1H) 7.16(m, 1H), 7.04(m, 1H), 6.92(m, 1H), 6.84(m, 2H), 6.50(m, 2H), 4.24 (m, 1H), 3.15(m, 2H), 2.97(m, 2H), 1.55(m, 7H), 1.30(m, 1H), 1.05(m, 3H), 0.83(m, 2H). HPLC-MS calcd. for C24H29FN4O2 (M+H+)424.23. found 425.5.

Sources & evidence

ORD record: ord-632e9da30aec4843b7d2380f2acb4371
Source dataset: uspto-grants-2007_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07173051B2

Reaction notes

Loading…