5-(Tributylstannyl)-1,3-thiazole → HCID 71577058, compound

HRID 1630347Notes

Reaction equation

HRID 1630347 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([NH:8][C:9]2[N:14]=[C:13]([NH:15][CH3:16])[C:12]([C:17]([F:20])([F:19])[F:18])=[CH:11][N:10]=2)=[C:4]([O:21][CH3:22])[CH:3]=1.C([Sn](CCCC)(CCCC)[C:28]1[S:32][CH:31]=[N:30][CH:29]=1)CCC>>[CH3:22][O:21][C:4]1[CH:3]=[C:2]([C:28]2[S:32][CH:31]=[N:30][CH:29]=2)[N:7]=[CH:6][C:5]=1[NH:8][C:9]1[N:14]=[C:13]([NH:15][CH3:16])[C:12]([C:17]([F:20])([F:19])[F:18])=[CH:11][N:10]=1

Participants

3

Reactant 2

HCID 27632575-(Tributylstannyl)-1,3-thiazoleHCID 86688211HCID 86688211, compound

Product 1

HCID 71577058HCID 71577058, compound

Procedure

N2-(4-Methoxy-6-(thiazol-5-yl)pyridin-3-yl)-N4-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine was prepared by the procedure described in Example 7, using N2-(6-chloro-4-methoxypyridin-3-yl)-N4-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine and 5-(tributylstannyl)thiazole. LCMS (10 cm_ESCI_Formic_MeCN): [MH+]=383 at 2.60 min. 1H NMR δ (ppm) (CDCl3): 9.65 (1H, s), 8.9 (1H, d, J=2.1), 8.2 (1H, d, J=1.1), 8.1 (1H, d, J=2.1), 7.75 (1H, s), 7.55 (1H, s), 5.27 (1H, s), 4.1 (3H, s), 3.2 (3H, d, J=4.7).

Sources & evidence

ORD record
ord-3243075b6b8f4256bc2acfa86d9aee47
Source dataset
uspto-grants-2014_07
Patent number
US08791130B2

Reaction notes

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