Glycine → N-(2-(4-Morpholinophenyl)amino-2-oxoethyl)-4-dimethylaminobenzamide

HRID 2284237Notes

Reaction equation

HRID 2284237 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][CH:8]=2)[CH2:3][CH2:2]1.[NH2:14][CH2:15][C:16]([OH:18])=O.[CH3:19][N:20]([CH3:30])[C:21]1[CH:29]=[CH:28][C:24]([C:25]([O-])=[O:26])=[CH:23][CH:22]=1>>[O:1]1[CH2:2][CH2:3][N:4]([C:7]2[CH:13]=[CH:12][C:10]([NH:11][C:16](=[O:18])[CH2:15][NH:14][C:25](=[O:26])[C:24]3[CH:23]=[CH:22][C:21]([N:20]([CH3:19])[CH3:30])=[CH:29][CH:28]=3)=[CH:9][CH:8]=2)[CH2:5][CH2:6]1

Participants

4

Reactant 3

HCID 750GlycineHCID 75655Benzenamine, 4-(4-morpholinyl)-HCID 69502454-Dimethylaminobenzoate

Product 1

HCID 67113647N-(2-(4-Morpholinophenyl)amino-2-oxoethyl)-4-dimethylaminobenzamide

Procedure

Compound 467 was prepared according to the procedure described in Scheme IV from 4-morpholinoaniline, glycine, and 4-dimethylaminobenzoate. 1H NMR (500 MHz, CDCl3) δ 8.46 (s, 1H), 7.74 (s, J=9 Hz, 2H), 6.82 (t, J=5.5 Hz, 1H), 6.68 (d, J=9 Hz, 2H), 4.25 (d, J=5.5 Hz, 2H), 3.85 (m, 4H), 3.11 (m, 4H), 3.04 (s, 6H).

Sources & evidence

ORD record
ord-a7411be3a9ce44be9d9d2de48de4c08a
Source dataset
uspto-grants-2015_09
Patent number
US09144557B2

Reaction notes

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