4-(Bromomethyl)-3-fluorobenzonitrile → Tert-butyl 2-[(4-cyano-2-fluorobenzyl)amino]-2-methylpropanoate

HRID 572559Notes

Reaction equation

HRID 572559 reaction equation
[NH2:1][C:2]([CH3:11])([CH3:10])[C:3]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4].[C:12]([C:14]1[CH:21]=[CH:20][C:17]([CH2:18]Br)=[C:16]([F:22])[CH:15]=1)#[N:13]>>[C:12]([C:14]1[CH:21]=[CH:20][C:17]([CH2:18][NH:1][C:2]([CH3:11])([CH3:10])[C:3]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4])=[C:16]([F:22])[CH:15]=1)#[N:13]

Participants

3

Reactant 2

HCID 27831494-(Bromomethyl)-3-fluorobenzonitrileHCID 7019940tert-Butyl 2-methylalaninate

Product 1

HCID 66652709Tert-butyl 2-[(4-cyano-2-fluorobenzyl)amino]-2-methylpropanoate

Procedure

The title compound was prepared following general procedure 10 starting from tert-butyl 2-amino-2-methylpropanoate and 4-cyano-2-fluoro benzyl bromide. The title compound was isolated as colorless liquid. 1H NMR (DMSO-d6, 400 MHz) δ 7.78-7.75 (d, J=10.0 Hz, 1H), 7.71-7.65 (m, 2H), 3.70-3.68 (d, J=6.9 Hz, 2H), 2.55 (s, 1H), 1.44 (s, 9H), 1.19 (s, 6H).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-080c1eee73904d978f295de8e8df4485
Source dataset
uspto-grants-2015_05
Patent number
US09029405B2

Reaction notes

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