(3-Fluoro-4-(isopropylcarbamoyl)phenyl)boronic acid → Isopropyl 4-{5-[3-fluoro-4-(isopropylcarbamoyl)phenyl]benzo[d]oxazol-2-yl}piperidine-1-carboxylate

HRID 710164Notes

Reaction equation

HRID 710164 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH:10]3[CH2:15][CH2:14][N:13]([C:16]([O:18][CH:19]([CH3:21])[CH3:20])=[O:17])[CH2:12][CH2:11]3)=[N:7][C:6]=2[CH:22]=1.[F:23][C:24]1[CH:25]=[C:26](B(O)O)[CH:27]=[CH:28][C:29]=1[C:30](=[O:35])[NH:31][CH:32]([CH3:34])[CH3:33]>>[F:23][C:24]1[CH:25]=[C:26]([C:2]2[CH:3]=[CH:4][C:5]3[O:9][C:8]([CH:10]4[CH2:15][CH2:14][N:13]([C:16]([O:18][CH:19]([CH3:21])[CH3:20])=[O:17])[CH2:12][CH2:11]4)=[N:7][C:6]=3[CH:22]=2)[CH:27]=[CH:28][C:29]=1[C:30](=[O:35])[NH:31][CH:32]([CH3:33])[CH3:34]

Participants

3

Reactant 2

HCID 44717484(3-Fluoro-4-(isopropylcarbamoyl)phenyl)boronic acidHCID 71257568Isopropyl 4-(5-bromobenzo[d]oxazol-2-yl)piperidine-1-carboxylate

Product 1

HCID 71257559Isopropyl 4-{5-[3-fluoro-4-(isopropylcarbamoyl)phenyl]benzo[d]oxazol-2-yl}piperidine-1-carboxylateYield 17.8%

Procedure

Following the General Procedure-3, the titled compound (45 mg) was prepared from Intermediate 13 (200 mg, 0.54 mmol) and 3-fluoro-4-(isopropylcarbamoyl)phenylboronic acid (120 mg, 0.54 mmol) as a grey solid. M.P.: 147-150° C. MS (m/z): 468.4 [M+H]+.

Sources & evidence

ORD record
ord-fc557aac15374be6b04ad47b41546edb
Source dataset
uspto-grants-2015_11
Patent number
US09181214B2

Reaction notes

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