2-Thiophenecarboxaldehyde → HCID 67547935, compound

HRID 1801674Notes

Reaction equation

HRID 1801674 reaction equation
[Br:1][C:2]1[C:7](=[O:8])[N:6]2[CH:9]=[CH:10][CH:11]=[CH:12][C:5]2=[N:4][C:3]=1[CH3:13].[S:14]1[CH:18]=[CH:17][CH:16]=[C:15]1[CH:19]=O.[O-]CC.[Na+]>C(O)C>[Br:1][C:2]1[C:7](=[O:8])[N:6]2[CH:9]=[CH:10][CH:11]=[CH:12][C:5]2=[N:4][C:3]=1/[CH:13]=[CH:19]/[C:15]1[S:14][CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 73642-ThiophenecarboxaldehydeHCID 2915243-bromo-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-oneHCID 2723922Sodium ethoxide

Product 1

HCID 67547935HCID 67547935, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The title compound was prepared from 3-bromo-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one (500 mg, 2.091 mmol) and thiophene-2-carboxaldehyde (351 mg, 3.129 mmol) in the presence of sodium ethoxide (284 mg, 4.175 mmol) in absolute ethanol (25 ml) as described in Intermediate 1 to give 283 mg of the product as a light yellow solid; 1H NMR (300 MHz, CDCl3) δ 7.06 (s, 2H), 7.31-7.43 (m, 3H), 7.63 (dd, J=2.4, 16.2 Hz, 2H), 8.15 (d, J=14.7 Hz, 1H), 8.94 (d, J=6.9 Hz, 1H).

Sources & evidence

ORD record
ord-f339d545e2a44b038c6c188670fb976b
Source dataset
uspto-grants-2013_01
Patent number
US08349846B2

Reaction notes

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