6-(1-Methyl-4-phenyl-1H-imidazol-5-yl)-4-(methylsulfonyl)thieno[2,3-d]pyrimidine → 2-(2-Bromo-1-methyl-4-phenyl-1H-imidazol-5-yl)[1,3]thiazolo[5,4-d]pyrimidin-7-amine

HRID 32541Notes

Reaction equation

HRID 32541 reaction equation
[Br:1][C:2]1[N:3]([CH3:26])[C:4]([C:13]2[S:14][C:15]3[N:16]=[CH:17][N:18]=[C:19](S(C)(=O)=O)[C:20]=3[N:21]=2)=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=1.C[N:28]1C(C2SC3N=CN=C(S(C)(=O)=O)C=3C=2)=C(C2C=CC=CC=2)N=C1>>[Br:1][C:2]1[N:3]([CH3:26])[C:4]([C:13]2[S:14][C:15]3[N:16]=[CH:17][N:18]=[C:19]([NH2:28])[C:20]=3[N:21]=2)=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=1

Participants

3

Reactant 2

HCID 179657746-(1-Methyl-4-phenyl-1H-imidazol-5-yl)-4-(methylsulfonyl)thieno[2,3-d]pyrimidineHCID 691948212-(2-bromo-1-methyl-4-phenyl-1H-imidazol-5-yl)-7-(methylsulfonyl)[1,3]thiazolo-[5,4-d]pyrimidine2×

Product 1

HCID 100687782-(2-Bromo-1-methyl-4-phenyl-1H-imidazol-5-yl)[1,3]thiazolo[5,4-d]pyrimidin-7-amine

Procedure

The title compound was prepared by a similar process to that described for Example 8 but using 2-(2-bromo-1-methyl-4-phenyl-1H-imidazol-5-yl)-7-(methylsulfonyl)[1,3]thiazolo-[5,4-d]pyrimidine (Intermediate 38) in place of 6-(1-Methyl-4-phenyl-1H-imidazol-5-yl)-4-(methylsulfonyl)thieno[2,3-d]pyrimidine (Intermediate 17). Yellow solid (52 mg, 61%);

Sources & evidence

ORD record
ord-aba743e196e34760b4ee80aed8c75d68
Source dataset
uspto-grants-2008_09
Patent number
US07427616B2

Reaction notes

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