Methylamine → 6-(1-methyl-4-phenyl-1H-imidazol-5-yl)-4-(methylthio)furo[3,2-d]pyrimidine

HRID 32600Notes

Reaction equation

HRID 32600 reaction equation
[CH2:1]([N:3]1C(C2SC3N=CN=C(SC)C=3C=2)=[C:6]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[N:5]=[CH:4]1)C.[CH3:25][S:26][C:27]1[C:28]2[O:35][C:34]([CH:36]=O)=[CH:33][C:29]=2[N:30]=[CH:31][N:32]=1.CSC1C2C=C(C=O)SC=2N=CN=1.CN>>[CH3:1][N:3]1[C:36]([C:34]2[O:35][C:28]3[C:27]([S:26][CH3:25])=[N:32][CH:31]=[N:30][C:29]=3[CH:33]=2)=[C:6]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[N:5]=[CH:4]1

Participants

5

Reactant 4

HCID 6329MethylamineHCID 179658594-(Methylthio)thieno[2,3-d]pyrimidine-6-carbaldehydeHCID 179658684-(Methylthio)furo[3,2-d]pyrimidine-6-carbaldehyde2×HCID 691949276-(1-ethyl-4-phenyl-1H-imidazol-5-yl)-4-(methylthio)thieno[2,3-d]pyrimidine

Product 1

HCID 691949266-(1-methyl-4-phenyl-1H-imidazol-5-yl)-4-(methylthio)furo[3,2-d]pyrimidine

Procedure

The title compound was prepared by a similar process to that described for Intermediate 70 but using 4-(methylthio)furo[3,2-d]pyrimidine-6-carbaldehyde (Intermediate 86) in place of 4-(methylthio)thieno[2,3-d]pyrimidine-6-carbaldehyde (Intermediate 15) and methylamine in place of ethylamine. Pale yellow solid (105 mg, 54%);

Sources & evidence

ORD record
ord-8029401632d74cbeac00e06532f2ab92
Source dataset
uspto-grants-2008_09
Patent number
US07427616B2

Reaction notes

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