Ethyl 2-cyano-3-(5-ethyl-2-pyridylamino)acrylate → 7-Ethyl-3-(1H-tetrazol-5-yl)-4H-pyrido[1,2-a]pyrimidin-4-one

Reaction equation

[C:1]([C:3](=[CH:9][NH:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][CH3:18])=[CH:13][N:12]=1)[C:4](OCC)=[O:5])#[N:2].[NH:19]1C(C2C(=O)N3C=CC=CC3=NC=2)=N[N:21]=[N:20]1>>[CH2:17]([C:14]1[CH:15]=[CH:16][C:11]2[N:12]([CH:13]=1)[C:4](=[O:5])[C:3]([C:1]1[NH:2][N:21]=[N:20][N:19]=1)=[CH:9][N:10]=2)[CH3:18]

Participants

Reactant 2

HCID 70593660Ethyl 2-cyano-3-(5-ethyl-2-pyridylamino)acrylate

HCID 178515422HCID 178515422, compound

Product 1

HCID 1784355737-Ethyl-3-(1H-tetrazol-5-yl)-4H-pyrido[1,2-a]pyrimidin-4-oneYield 28%

Procedure

The title compound (28% yield, m.p. 289°-290.5° with decomposition) was prepared from ethyl 2-cyano-3-(5-ethyl-2-pyridylamino)acrylate in a manner similar to that described for the preparation of 3-(1H-tetrazol-5-yl)-4H-pyrido[1,2-a]pyrimidin-4-one in Example 2.

Sources & evidence

ORD record: ord-2b7f6a16abee4407b194a2ef8b02d64c
Source dataset: uspto-grants-1978_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04122274

Reaction notes

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