Florox reagent → HCID 10412215, compound

HRID 720540Notes

Reaction equation

HRID 720540 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.[F:22][C:23]1[C:31]([F:32])=[C:30]([F:33])[C:29]([F:34])=[C:28]([F:35])[C:24]=1[CH2:25][O:26][NH2:27]>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[C:11]3[CH:12]=[N:13][C:14]([C:16]([NH:27][O:26][CH2:25][C:24]4[C:28]([F:35])=[C:29]([F:34])[C:30]([F:33])=[C:31]([F:32])[C:23]=4[F:22])=[O:18])=[CH:15][C:10]=3[N:9]=[CH:8]2)=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 122307Florox reagentHCID 218922273-(4-Fluorobenzyl)-3H-imidazo[4,5-c]pyridine-6-carboxylic acid

Product 1

HCID 10412215HCID 10412215, compound

Procedure

The title compound was prepared by coupling of 3-(4-fluorobenzyl)-3H-imidazo[4,5-c]pyridine-6-carboxylic acid and N-[(2,3,4,5,6-pentafluorobenzyl)oxy]amine hydrochloride under the same conditions as those in step (c) of example 1. 1H NMR (300 MHz, MeOH-d4) δ; 8.69 (s, 1H), 8.52 (s, 1H), 8.28 (s, 1H), 7.33–7.32 (m, 2H), 7.07–7.02 (m, 2H), 5.56 (s, 2H), 5.09 (s, 2H). LCMS (API-ES, M+H+): 467.0. HRMS calcd for C21H13F6N4O2 (M+H) 467.0943. found 467.0942. HPLC: >80% purity.

Sources & evidence

ORD record
ord-032ee982fe254adf9ed202d080b69435
Source dataset
uspto-grants-2006_11
Patent number
US07135482B2

Reaction notes

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