HCID 59627856, compound → HCID 59610105, compound

HRID 2382258Notes

Reaction equation

HRID 2382258 reaction equation
[O:1]=[C:2]1[CH2:6][CH2:5][CH2:4][N:3]1[CH:7]([CH3:20])[C:8]([NH:10][C:11]1[CH:19]=[CH:18][C:14]([C:15]([OH:17])=O)=[CH:13][CH:12]=1)=[O:9].[NH2:21][C:22]1[C:27]([NH:28]C(=O)OCC2C=CC=CC=2)=[CH:26][CH:25]=[C:24]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[N:23]=1>>[NH2:28][C:27]1[C:22]([NH:21][C:15](=[O:17])[C:14]2[CH:13]=[CH:12][C:11]([NH:10][C:8](=[O:9])[CH:7]([N:3]3[CH2:4][CH2:5][CH2:6][C:2]3=[O:1])[CH3:20])=[CH:19][CH:18]=2)=[N:23][C:24]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)=[CH:25][CH:26]=1

Participants

3

Reactant 2

HCID 59627856HCID 59627856, compoundHCID 68776068HCID 68776068, compound

Product 1

HCID 59610105HCID 59610105, compound

Procedure

Similar procedure from Example 2 was followed to obtain benzyl 2-(4-(2-(2-oxopyrrolidin-1-yl)propanamido)benzamido)-6-phenylpyridin-3-ylcarbamate using 4-(2-(2-oxopyrrolidin-1-yl)propanamido)benzoic acid and benzyl 2-amino-6-phenylpyridin-3-ylcarbamate. The Cbz group was then deprotected under standard hydrogenation conditions to give the title compound. C25H25N5O3 444.0 (M+1). 1H NMR (400 MHz, DMSO-d6): δ 10.29 (s, 1H); 10.25 (s, 1H); 8.01 (d, J=8.8 Hz, 2H); 7.92 (d, J=8.8 Hz, 2H); 7.71 (d, J=8.4 Hz, 2H); 7.65 (d, J=8.4 Hz, 1H); 7.38-7.35 (m, 2H); 7.27-7.22 (m, 2H); 5.11 (s, 2H); 4.70 (q, J=7.2 Hz, 1H); 3.55 (m, 1H); 3.44 (m, 1H); 2.26-2.23 (m, 2H); 1.97-1.91 (m, 2H); 1.36 (d, J=7.2 Hz, 3H).

Sources & evidence

ORD record
ord-43cf0dc7f4c04994848f49a0519309ad
Source dataset
uspto-grants-2012_09
Patent number
US08258316B2

Reaction notes

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