Glycine tert-butyl ester → HCID 90094092, compound
Reaction equation
[CH:1]([C:3]1[CH:8]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[CH:5][N:4]=1)=O.[NH2:14][CH2:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17]>>[C:19]([O:18][C:16](=[O:17])[CH2:15][NH:14][CH2:1][C:3]1[CH:8]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[CH:5][N:4]=1)([CH3:22])([CH3:21])[CH3:20]Participants
3
Procedure
Prepared by General Procedure A from ethyl 2-formylpyridine-4-carboxylate and tert-butyl 2-aminoacetate. Title compound isolated as yellow oil by column chromatography (EtOAc/hexanes). 1H-NMR (300 MHz, MeOH-d4): δ 8.7 (d, 1H), 7.8 (s, 1H), 7.7 (d, 1H), 4.4 (s, 2H), 4.3 (q, 2), 3.8 (s, 2H), 3.3 (s, 2H), 1.4 (s, (H), 1.3 (t, 3H). ES-MS: 295 [M+1].
Sources & evidence
- ORD record
- ord-ee5b0dee39ad431589a489a181677ff1
- Source dataset
- uspto-grants-2015_12
- Patent number
- US09221801B2
Reaction notes
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