2-Amino-6-fluorobenzonitrile → 3-(3-amino-2-cyanophenoxy)-N-(2-(benzyloxy)ethyl)-2,2-dimethylpropanamide

HRID 1467236Notes

Reaction equation

HRID 1467236 reaction equation
[CH2:1]([O:8][CH2:9][CH2:10][NH:11][C:12](=[O:18])[C:13]([CH3:17])([CH3:16])[CH2:14][OH:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:19][C:20]1[CH:27]=[CH:26][CH:25]=[C:24](F)[C:21]=1[C:22]#[N:23]>>[NH2:19][C:20]1[C:21]([C:22]#[N:23])=[C:24]([CH:25]=[CH:26][CH:27]=1)[O:15][CH2:14][C:13]([CH3:16])([CH3:17])[C:12]([NH:11][CH2:10][CH2:9][O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:18]

Participants

3

Reactant 2

HCID 5226592-Amino-6-fluorobenzonitrileHCID 66745964N-(2-(benzyloxy)ethyl)-3-hydroxy-2,2-dimethylpropanamide

Product 1

HCID 667460363-(3-amino-2-cyanophenoxy)-N-(2-(benzyloxy)ethyl)-2,2-dimethylpropanamideYield 82%

Procedure

Prepared as in Example 197b (Method B) from N-(2-(benzyloxy)ethyl)-3-hydroxy-2,2-dimethylpropanamide (Example 199c) and 2-amino-6-fluorobenzonitrile in 82% yield. MS 368 (MH+).

Sources & evidence

ORD record
ord-2e094c533f0a483bbb3d8ca0566be158
Source dataset
uspto-grants-2015_04
Patent number
US09000054B2

Reaction notes

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