Potassium Carbonate → HCID 67257488, compound

HRID 1476587Notes

Reaction equation

HRID 1476587 reaction equation
[O:1]=[C:2]1[NH:7][C:6]2[CH:8]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[S:10][C:5]=2[C:4](=[O:17])[N:3]1[CH:18]1[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:19]1.Cl[CH2:32][C:33]1[S:37][C:36]([CH3:38])=[N:35][CH:34]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:38][C:36]1[S:37][C:33]([CH2:32][N:7]2[C:6]3[CH:8]=[C:9]([C:11]4[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=4)[S:10][C:5]=3[C:4](=[O:17])[N:3]([CH:18]3[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:19]3)[C:2]2=[O:1])=[CH:34][N:35]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 128087945-(Chloromethyl)-2-methyl-1,3-thiazoleHCID 67257815tert-butyl 4-(2,4-dioxo-6-phenyl-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl)piperidine-1-carboxylate

Product 1

HCID 67257488HCID 67257488, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

According to GP1 tert-butyl 4-(2,4-dioxo-6-phenyl-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl)piperidine-1-carboxylate (627 mg; compound B50) is reacted with 5-(chloromethyl)-2-methyl-1,3-thiazole (273 mg; compound D18) in the presence of potassium carbonate (405 mg) in DMF (10 ml). Using WU2 the title compound is obtained after flash column chromatography [silica gel, eluent: cyclohexane/EtOAc, 1/1 (v/v)] as a solid.

Sources & evidence

ORD record
ord-bfc3730761f64d8da945ee5e9495988e
Source dataset
uspto-grants-2015_04
Patent number
US09018175B2

Reaction notes

Loading…