(5-Fluoropyridin-3-yl)boronic acid → HCID 67433428, compound

HRID 2036642Notes

Reaction equation

HRID 2036642 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:14]1[N:15]=[C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([O:24][CH3:25])=[O:23])[N:17]2[C:26]=1I)[CH3:13])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:28][C:29]1[CH:30]=[C:31](B(O)O)[CH:32]=[N:33][CH:34]=1>>[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:14]1[N:15]=[C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([O:24][CH3:25])=[O:23])[N:17]2[C:26]=1[C:31]1[CH:32]=[N:33][CH:34]=[C:29]([F:28])[CH:30]=1)[CH3:13])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 44717403(5-Fluoropyridin-3-yl)boronic acidHCID 67430914HCID 67430914, compound

Product 1

HCID 67433428HCID 67433428, compound

Procedure

Prepared according to Step C3b in General Procedure C using (S)-methyl 2-(1-(benzyloxycarbonylamino)ethyl)-3-iodoimidazo[1,2-a]pyridine-5-carboxylate (0.350 g, 0.730 mmol) and 5-fluoropyridin-3-ylboronic acid (0.154 g, 1.10 mmol) to give (S)-methyl 2-(1-(benzyloxycarbonylamino)ethyl)-3-(5-fluoropyridin-3-yl)imidazo[1,2-a]pyridine-5-carboxylate as a tan solid. LC-MS (ESI) m/z 449.1 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-a87f7cb9a838444eae57d5bf7f97834e
Source dataset
uspto-grants-2013_11
Patent number
US08575183B2

Reaction notes

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