Ethyl 2-(neopentylamino)nicotinate → 1-neopentyl-2H-pyrido[2,3-d][1,3]oxazine-2,4(1H)-dione

HRID 601107Notes

Reaction equation

HRID 601107 reaction equation
[CH2:1]([NH:6][C:7]1[N:17]=[CH:16][CH:15]=[CH:14][C:8]=1[C:9]([O:11][CH2:12]C)=[O:10])[C:2]([CH3:5])([CH3:4])[CH3:3].C(C(CC)CNC1N=CC=CC=1C(OCC)=[O:26])C>>[CH2:1]([N:6]1[C:7]2[N:17]=[CH:16][CH:15]=[CH:14][C:8]=2[C:9](=[O:10])[O:11][C:12]1=[O:26])[C:2]([CH3:5])([CH3:4])[CH3:3]

Participants

3

Reactant 2

HCID 61167431Ethyl 2-(neopentylamino)nicotinateHCID 67064133Ethyl 2-[(2-ethylbutyl)amino]nicotinate

Product 1

HCID 865923111-neopentyl-2H-pyrido[2,3-d][1,3]oxazine-2,4(1H)-dione

Procedure

The title compound was prepared according to the procedure of Example 3B substituting the product of Example 30A for the product of Example 3A (0.182 g, 89%). 1H NMR (300 MHz, CDCl3) δ 1.12 (s, 9H), 4.28 (s, 2H), 7.25 (dd, J=6.99, 4.04 Hz, 1H), 8.41 (dd, J=7.91, 2.02 Hz, 1H), 8.69 (dd, J=4.78, 1.84 Hz, 1H).

Sources & evidence

ORD record
ord-0964fcb86214415aae24bd604c2c59fa
Source dataset
uspto-grants-2011_03
Patent number
US07902203B2

Reaction notes

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