Phenacylamine → HCID 58808640, compound

HRID 1921514Notes

Reaction equation

[CH2:1]([C:3]1[C:8](=[O:9])[NH:7][C:6]([CH3:10])=[C:5]([C:11]2[CH:12]=[N:13][CH:14]=[C:15]([C:17]([OH:19])=O)[CH:16]=2)[CH:4]=1)[CH3:2].[O:20]=[C:21]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH2:22][NH2:23]>>[O:20]=[C:21]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH2:22][NH:23][C:17]([C:15]1[CH:16]=[C:11]([C:5]2[CH:4]=[C:3]([CH2:1][CH3:2])[C:8](=[O:9])[NH:7][C:6]=2[CH3:10])[CH:12]=[N:13][CH:14]=1)=[O:19]

Participants

Reactant 2

HCID 11952Phenacylamine

HCID 588087025'-Ethyl-2'-methyl-6'-oxo-1',6'-dihydro-[3,3']bipyridinyl-5-carboxylic acid

Product 1

HCID 58808640HCID 58808640, compound

Procedure

Method 1, Example 205 is substantially repeated except for utilizing 5′-ethyl-2′-methyl-6′-oxo-1′,6′-dihydro-[3,3′]bipyridinyl-5-carboxylic acid and 2-oxo-2-phenyl-ethyl-amine to afford the title compound. MS: m/e=376 (M+H). 1H NMR (δ ppm): 11.74 (s, 1H); 9.13 (t, 1H, J=5.5 Hz); 8.99 (d, 1H, J=2.2 Hz); 8.72 (d, 1H, J=2.2 Hz); 8.19 (t, 1H, J=2.2 Hz); 8.05 (m, 2H); 7.70 (m, 1H); 7.58 (m, 2H); 7.32 (s, 1H); 4.85 (d, 2H, J=5.5 Hz); 2.42 (q, 2H, J=7.4 Hz); 2.20 (s, 3H); 1.12 (t, 3H, J=7.4 Hz).

Sources & evidence

ORD record: ord-b1d8d0aea20844a0ac1d93251acd656b
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08173682B2

Reaction notes

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