Hydrochloric Acid → 3,4-Dihydro-4-oxo-2-(pyridin-3-yl)-6-methylthieno[2,3-d]pyrimidine

HRID 367765

Reaction equation

HRID 367765 reaction equation
[NH2:1][C:2]1[S:3][C:4]([CH3:12])=[CH:5][C:6]=1[C:7]([O:9]CC)=O.C([N:15]1[CH:20]=[CH:19][CH:18]=[N:17][CH2:16]1)#N.Cl.O1CCO[CH2:24][CH2:23]1>>[O:9]=[C:7]1[NH:15][C:20]([C:19]2[CH:18]=[N:17][CH:16]=[CH:23][CH:24]=2)=[N:1][C:2]2[S:3][C:4]([CH3:12])=[CH:5][C:6]1=2

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 4062885Ethyl 2-Amino-5-methylthiophene-3-carboxylateHCID 23287905HCID 23287905, compound

Product 1

HCID 232879063,4-Dihydro-4-oxo-2-(pyridin-3-yl)-6-methylthieno[2,3-d]pyrimidine

Procedure

2-Amino-5-methyl-3-ethoxycarbonyl-thiophene (5 g) is solved with 3-cyanopyrimidine (2.7 g) in dioxane (40 ml). Then gaseous HCl is conducted through the solution for 5 hours. The usual workup yields 3,4-dihydro-4-oxo-2-(pyridin-3-yl)-6-methyl-thieno-[2,3-d]-pyrimidine (6 g).

Sources & evidence

ORD record
ord-d17f1305f2b34cccbcbb823dc03f1a12
Source dataset
uspto-grants-2000_10
Patent number
US06133271

Linked notes

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