4-Methylthiazole → HCID 66718587, compound

HRID 876981Notes

Reaction equation

Cl[C:2]1[C:3]2[N:11]=[N:10][N:9]([CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([C:19]4([O:24][Si:25]([CH3:28])([CH3:27])[CH3:26])[CH2:23][CH2:22][CH2:21][CH2:20]4)[N:14]=3)[C:4]=2[N:5]=[C:6]([NH2:8])[N:7]=1.[CH3:29][C:30]1[N:31]=[CH:32][S:33][CH:34]=1>>[CH3:29][C:30]1[N:31]=[C:32]([C:2]2[C:3]3[N:11]=[N:10][N:9]([CH2:12][C:13]4[CH:18]=[CH:17][CH:16]=[C:15]([C:19]5([O:24][Si:25]([CH3:28])([CH3:26])[CH3:27])[CH2:20][CH2:21][CH2:22][CH2:23]5)[N:14]=4)[C:4]=3[N:5]=[C:6]([NH2:8])[N:7]=2)[S:33][CH:34]=1

Participants

Reactant 2

HCID 127484-Methylthiazole

HCID 86655323HCID 86655323, compound

Product 1

HCID 66718587HCID 66718587, compoundYield 20%

Procedure

Prepared from 7-chloro-3-{6-[1-trimethylsilyloxy-1-cyclopentyl]pyridin-2-ylmethyl}-3H-[1,2,3]triazolo[4,5-d]pyrimidin-5-ylamine and 4-methylthiazole by the method described for Example 30 to give the title compound (0.105 g, 20%); NMR δH (400 MHz, DMSO) 7.77 (1H, t, J 7.9 Hz), 7.72 (1H, s), 7.44 (1H, d, J 7.9 Hz), 7.35 (2H, br s), 7.14 (1H, d, J 7.4 Hz), 5.82 (2H, s), 2.56 (3H, s), 1.84 (2H, m), 1.73 (2H, m), 1.64 (2H, m), 1.40 (3H, m), −0.10 (9H, s); (M+H)+ 481.

Sources & evidence

ORD record: ord-7c8fda20cd24460abc4372eeb744bc78
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08987279B2

Reaction notes

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