6-(1-Methyl-4-phenyl-1H-imidazol-5-yl)-4-(methylsulfonyl)thieno[2,3-d]pyrimidine → 6-[4-(4-Fluorophenyl)-1-methyl-1H-imidazol-5-yl]-4-(methylsulfonyl)thieno[2,3-d]pyrimidine

HRID 32559Notes

Reaction equation

HRID 32559 reaction equation
[CH3:1][N:2]1[C:6]([C:7]2[S:19][C:10]3[N:11]=[CH:12][N:13]=[C:14]([S:15]([CH3:18])(=[O:17])=[O:16])[C:9]=3[CH:8]=2)=[C:5]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:4]=[CH:3]1.[F:26]C1C=CC(C2N=CN(C)C=2C2SC3N=CN=C(SC)C=3C=2)=CC=1>>[F:26][C:23]1[CH:24]=[CH:25][C:20]([C:5]2[N:4]=[CH:3][N:2]([CH3:1])[C:6]=2[C:7]2[S:19][C:10]3[N:11]=[CH:12][N:13]=[C:14]([S:15]([CH3:18])(=[O:17])=[O:16])[C:9]=3[CH:8]=2)=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 179657746-(1-Methyl-4-phenyl-1H-imidazol-5-yl)-4-(methylsulfonyl)thieno[2,3-d]pyrimidineHCID 691966876-[4-(4-fluorophenyl)-1-methyl-1H-imidazol-5-yl]-4-(methylthio)thieno[2,3-d]pyrimidine2×

Product 1

HCID 691973396-[4-(4-Fluorophenyl)-1-methyl-1H-imidazol-5-yl]-4-(methylsulfonyl)thieno[2,3-d]pyrimidine

Procedure

The title compound was prepared by a similar process to that described for Intermediate 17 but using 6-[4-(4-fluorophenyl)-1-methyl-1H-imidazol-5-yl]-4-(methylthio)thieno[2,3-d]pyrimidine (Intermediate 49) in place of 6-(1-methyl-4-phenyl-1H-imidazol-5-yl)-4-(methylthio)thieno[2,3-d]pyrimidine (example 7). Yellow solid (80 mg, 73%);

Sources & evidence

ORD record
ord-953715ae6de24b77a955426395fd25e7
Source dataset
uspto-grants-2008_09
Patent number
US07427616B2

Reaction notes

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