Pyridine-2-carbonitrile → 6-Methylthieno[2,3-d]pyrimidine

HRID 2302686Notes

Reaction equation

HRID 2302686 reaction equation
[C:1](C1C=CC=CN=1)#[N:2].[NH2:9][C:10]1[S:11][C:12]([CH3:20])=[CH:13][C:14]=1[C:15](OCC)=O.O=P(Cl)(Cl)Cl>>[CH3:20][C:12]1[S:11][C:10]2[N:9]=[CH:1][N:2]=[CH:15][C:14]=2[CH:13]=1

Participants

4

Reactant 3

HCID 7522Pyridine-2-carbonitrileHCID 24813Phosphorus oxychlorideHCID 4062885Ethyl 2-Amino-5-methylthiophene-3-carboxylate

Product 1

HCID 217930776-Methylthieno[2,3-d]pyrimidine

Procedure

With the procedure of Example 477, the reaction of 2-cyanopyridine and 2-amino-5-methyl-3-ethoxycarbonyl-thiophene, and the subsequent reaction with POCl3 yields 4-chloro-2-pyridin-2-yl)-6-methyl-thieno-[2,3-d]-pyrimidine.

Sources & evidence

ORD record
ord-626b4d47b2054053855e76b00ae2e623
Source dataset
uspto-grants-2002_08
Patent number
US06432950B1

Reaction notes

Loading…