O-Allylhydroxylamine hydrochloride → HCID 9996464, compound

HRID 720541Notes

Reaction equation

HRID 720541 reaction equation
[F:1][C:2]1[CH:20]=[CH:19][C:5]([CH2:6][N:7]2[C:11]3[CH:12]=[N:13][C:14]([C:16]([OH:18])=O)=[CH:15][C:10]=3[N:9]=[CH:8]2)=[CH:4][CH:3]=1.Cl.[CH2:22]([O:25][NH2:26])[CH:23]=[CH2:24]>>[CH2:22]([O:25][NH:26][C:16]([C:14]1[N:13]=[CH:12][C:11]2[N:7]([CH2:6][C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:20][CH:19]=3)[CH:8]=[N:9][C:10]=2[CH:15]=1)=[O:18])[CH:23]=[CH2:24]

Participants

3

Reactant 2

HCID 3084724O-Allylhydroxylamine hydrochlorideHCID 218922273-(4-Fluorobenzyl)-3H-imidazo[4,5-c]pyridine-6-carboxylic acid

Product 1

HCID 9996464HCID 9996464, compound

Procedure

The title compound was prepared by coupling of 3-(4-fluorobenzyl)-3H-imidazo[4,5-c]pyridine-6-carboxylic acid and N-allyloxyamine hydrochloride under the same conditions as those in step (c) of example 1. 1H NMR (300 MHz, MeOH-d4) δ; 8.71 (s, 1H), 8.53 (s, 1H), 8.31 (s, 1H), 7.40–7.33 (m, 2H), 7.09–7.01 (m, 2H), 6.01–5.99 (m, 1H), 5.57 (s, 2H), 5.40–5.20 (m, 2H), 4.41 (d, 2H, J=6.0 Hz). LCMS (API-ES, M+H+): 327.0.1. HRMS calcd for C17H16FN4O2 (M+H) 327.1257. found 327.1248. HPLC: 100% purity.

Sources & evidence

ORD record
ord-4e09c9ea2db84859817396a473c6316f
Source dataset
uspto-grants-2006_11
Patent number
US07135482B2

Reaction notes

Loading…