Methyl 6-chloropyridine-3-carboxylate → HCID 12862359, compound

HRID 904512Notes

Reaction equation

HRID 904512 reaction equation
[NH2:1][C:2]1[S:3][C:4]([CH2:11][CH2:12][CH2:13][CH3:14])=[CH:5][C:6]=1[C:7]([O:9]C)=O.Cl[C:16]1[N:21]=[CH:20][C:19]([C:22]([O:24][CH3:25])=[O:23])=[CH:18][CH:17]=1>>[CH2:11]([C:4]1[S:3][C:2]2[N:1]=[C:16]3[CH:17]=[CH:18][C:19]([C:22]([O:24][CH3:25])=[O:23])=[CH:20][N:21]3[C:7](=[O:9])[C:6]=2[CH:5]=1)[CH2:12][CH2:13][CH3:14]

Participants

3

Reactant 2

HCID 254249Methyl 6-chloropyridine-3-carboxylateHCID 11160187HCID 11160187, compound

Product 1

HCID 12862359HCID 12862359, compoundYield 42.1%

Procedure

From 5.1 g (0.024 mol) of 2-amino-5-butyl-3-thiophenecarboxylic acid, methyl ester and 4.1 g (0.024 mol) of 6-chloro-3-pyridinecarboxylic acid, methyl ester (Alfred Bader Chemical Company), following the procedure of Example 7, there is obtained 3.2 g of 2-butyl-4-oxo-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidine-7-carboxylic acid, methyl ester; mp 137°-138° C. after recrystallization from methanol.

Sources & evidence

ORD record
ord-3bb0f7c07cff418e8594288ea922be8e
Source dataset
uspto-grants-1980_10
Patent number
US04230707

Reaction notes

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