Potassium Carbonate → HCID 86639685, compound

HRID 1426141Notes

Reaction equation

HRID 1426141 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([NH:7][C:8]2[C:13]([OH:14])=[CH:12][CH:11]=[CH:10][N:9]=2)[S:5][CH:6]=1.[Cl:15][CH2:16][C:17]1[S:18][CH:19]=[CH:20][CH:21]=1.C(=O)([O-])[O-].[K+].[K+]>>[ClH:15].[CH3:1][C:2]1[N:3]=[C:4]([NH:7][C:8]2[C:13]([O:14][CH2:16][C:17]3[S:18][CH:19]=[CH:20][CH:21]=3)=[CH:12][CH:11]=[CH:10][N:9]=2)[S:5][CH:6]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 698302-(Chloromethyl)thiopheneHCID 104656162-(4-Methylthiazol-2-ylamino)pyridin-3-ol

Product 1

HCID 86639685HCID 86639685, compoundYield 14.4%

Procedure

2-(4-Methylthiazol-2-ylamino)pyridin-3-ol (prepared according to Example 3, Step A; 200 mg, 0.96 mmol), 2-(chloromethyl)thiophene (160 mg, 0.96 mmol) and potassium carbonate (333 mg, 2.4 mmol) were reacted according to Example 3, Step B, to provide the title compound (47 mg, 14% yield) as a tan solid. 1H NMR (d6-DMSO) δ 10.90 (bs, 1H), 7.98 (m, 1H), 7.69 (m, 1H), 7.59 (m, 1H), 7.35 (m, 1H), 7.12 (m, 1H), 7.06 (m, 1H), 6.83 (s, 1H), 5.52 (s, 2H), 2.31 (s, 3H). Mass spectrum (apci) m/z=304 (M+H-HCl).

Sources & evidence

ORD record
ord-83bc8f9738374e1aa070c75bdfcc8c44
Source dataset
uspto-grants-2015_01
Patent number
US08933077B2

Reaction notes

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