3-Fluoro-4-(methylcarbamoyl)benzeneboronic acid → Tert-butyl 3-(3-(3-fluoro-4-(methylcarbamoyl)phenyl)pyrazin-2-YL)azetidine-1-carboxylate

HRID 624522Notes

Reaction equation

HRID 624522 reaction equation
[F:1][C:2]1[CH:3]=[C:4](B(O)O)[CH:5]=[CH:6][C:7]=1[C:8](=[O:11])[NH:9][CH3:10].Cl[C:16]1[C:17]([CH:22]2[CH2:25][N:24]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:23]2)=[N:18][CH:19]=[CH:20][N:21]=1>>[F:1][C:2]1[CH:3]=[C:4]([C:16]2[C:17]([CH:22]3[CH2:23][N:24]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:25]3)=[N:18][CH:19]=[CH:20][N:21]=2)[CH:5]=[CH:6][C:7]=1[C:8](=[O:11])[NH:9][CH3:10]

Participants

3

Reactant 2

HCID 447174673-Fluoro-4-(methylcarbamoyl)benzeneboronic acidHCID 59351411Tert-butyl 3-(3-chloropyrazin-2-yl)azetidine-1-carboxylate

Product 1

HCID 86705405Tert-butyl 3-(3-(3-fluoro-4-(methylcarbamoyl)phenyl)pyrazin-2-YL)azetidine-1-carboxylate

Procedure

The compound was prepared analogously to Example 1 by using (3-fluoro-4-(methylcarbamoyl)phenyl)boronic acid (purchased from Combi Blocks) and tert-butyl 3-(3-chloropyrazin-2-yl)azetidine-1-carboxylate. m/z=287 (M+1-100).

Workup

  1. customThe compound was prepared analogously to Example 1

Sources & evidence

ORD record
ord-5705c29220b947b59cf02dbe2d37f800
Source dataset
uspto-grants-2016_04
Patent number
US09303028B2

Reaction notes

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