Glycine tert-butyl ester → HCID 66678430, compound

HRID 2404325Notes

Reaction equation

HRID 2404325 reaction equation
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH2:7]Br)=[C:5]([F:11])[CH:4]=1)#[N:2].[NH2:12][CH2:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15]>>[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH2:7][NH:12][CH2:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[C:5]([F:11])[CH:4]=1)#[N:2]

Participants

3

Reactant 2

HCID 151417Glycine tert-butyl esterHCID 27831494-(Bromomethyl)-3-fluorobenzonitrile

Product 1

HCID 66678430HCID 66678430, compound

Procedure

The title compound was prepared following the general procedure 10, starting from 4-cyano-2-fluorobenzyl bromide (Fluorochem) and tert-butyl glycinate. It was isolated as a yellow oil (1.8 g, 74%). 1H NMR (DMSO-d6, 300 MHz) δ 7.82-7.77 (m, 1H), 7.71-7.63 (m, 2H), 3.82 (s, 2H), 3.22 (s, 2H), 2.58 (br s, 1H), 1.40 (s, 9H). LC/MS (Method B): 265.0 (M+H)+. HPLC (Method A) Rt 2.23 min (Purity: 98.0%).

Sources & evidence

ORD record
ord-b3de9d421954419194745de7d5e55cd8
Source dataset
uspto-grants-2014_08
Patent number
US08802704B2

Reaction notes

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