7-(Methylthio)[1,3]thiazolo[5,4-d]pyrimidine-2-carbaldehyde → 2-(1-ethyl-4-phenyl-1H-imidazol-5-yl)-7-(methylthio)[1,3]thiazolo[5,4-d]pyrimidine

HRID 32590Notes

Reaction equation

HRID 32590 reaction equation
[CH2:1]([N:3]1[C:7]([C:8]2[S:18][C:11]3[N:12]=[CH:13][N:14]=[C:15]([S:16][CH3:17])[C:10]=3C=2)=[C:6]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[N:5]=[CH:4]1)[CH3:2].CSC1C2N=C(C=O)SC=2[N:30]=CN=1.CSC1C2C=C(C=O)SC=2N=CN=1>>[CH2:1]([N:3]1[C:7]([C:8]2[S:18][C:11]3[N:12]=[CH:13][N:14]=[C:15]([S:16][CH3:17])[C:10]=3[N:30]=2)=[C:6]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:5]=[CH:4]1)[CH3:2]

Participants

4

Reactant 3

HCID 179657987-(Methylthio)[1,3]thiazolo[5,4-d]pyrimidine-2-carbaldehyde2×HCID 179658594-(Methylthio)thieno[2,3-d]pyrimidine-6-carbaldehydeHCID 691949276-(1-ethyl-4-phenyl-1H-imidazol-5-yl)-4-(methylthio)thieno[2,3-d]pyrimidine

Product 1

HCID 691960022-(1-ethyl-4-phenyl-1H-imidazol-5-yl)-7-(methylthio)[1,3]thiazolo[5,4-d]pyrimidine

Procedure

The title compound was prepared by a similar process to that described for Intermediate 70 but using 7-(methylthio)[1,3]thiazolo[5,4-d]pyrimidine-2-carbaldehyde (Intermediate 77) in place of 4-(methylthio)thieno[2,3-d]pyrimidine-6-carbaldehyde (Intermediate 15). Yellow solid (103 mg, 58%);

Sources & evidence

ORD record
ord-483635de726e4108b10d90ce9663f9f8
Source dataset
uspto-grants-2008_09
Patent number
US07427616B2

Reaction notes

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