Ammonia → 2-[3-(Cyclohexylmethyl)-5-Phenyl-Imidazol-4-Yl]-[1,3]thiazolo[4,5-E]pyrimidin-7-Amine

HRID 32591Notes

Reaction equation

HRID 32591 reaction equation
[CH:1]1([CH2:7][N:8]2[C:12]([C:13]3[S:14][C:15]4[N:16]=[CH:17][N:18]=[C:19](SC)[C:20]=4[N:21]=3)=[C:11]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[N:10]=[CH:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C([N:32]1C(C2SC3N=CN=C(SC)C=3C=2)=C(C2C=CC=CC=2)N=C1)C.N>>[CH:1]1([CH2:7][N:8]2[C:12]([C:13]3[S:14][C:15]4[N:16]=[CH:17][N:18]=[C:19]([NH2:32])[C:20]=4[N:21]=3)=[C:11]([C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)[N:10]=[CH:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 691944402-[1-(Cyclohexylmethyl)-4-phenyl-1H-imidazol-5-yl]-7-(methylthio)[1,3]thiazolo[5,4-d]pyrimidine2×HCID 691949276-(1-ethyl-4-phenyl-1H-imidazol-5-yl)-4-(methylthio)thieno[2,3-d]pyrimidine

Product 1

HCID 103629832-[3-(Cyclohexylmethyl)-5-Phenyl-Imidazol-4-Yl]-[1,3]thiazolo[4,5-E]pyrimidin-7-Amine

Procedure

The title compound was prepared by a similar process to that described for Example 56 but using 2-[1-(cyclohexylmethyl)-4-phenyl-1H-imidazol-5-yl]-7-(methylthio)[1,3]-thiazolo[5,4-d]pyrimidine (Intermediate 79) in place of 6-(1-ethyl-4-phenyl-1H-imidazol-5-yl)-4-(methylthio)thieno[2,3-d]pyrimidine (Intermediate 70) and using NH3 gas in place of NH3 solution (0.5 M in dioxane). Solid (160 mg, 25%);

Sources & evidence

ORD record
ord-034daef037134aaea45f5d340d71ee05
Source dataset
uspto-grants-2008_09
Patent number
US07427616B2

Reaction notes

Loading…