4-Amino-6-{4-[4-(4-fluoro-3-trifluoromethyl-phenyl)-1-methyl-1H-imidazol-2-yl]-piperidin-1-yl}-pyrimidine-5-carbonitrile → 4-Amino-6-{4-[1-(2-azetidin-1-yl-ethyl)-4-cyclohexyl-1H-imidazol-2-yl]-piperidin-1-yl}-pyrimidine-5-carbonitrile

HRID 2284002Notes

Reaction equation

HRID 2284002 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([N:10]2[CH2:15][CH2:14][CH:13]([C:16]3[N:17]([CH3:32])[CH:18]=[C:19]([C:21]4[CH:26]=[CH:25][C:24](F)=[C:23](C(F)(F)F)[CH:22]=4)[N:20]=3)[CH2:12][CH2:11]2)[N:5]=[CH:4][N:3]=1.FC(F)(F)C(O)=O.[N:40]1([CH2:44]CN2C=C(C3CCCCC3)N=C2C2CCNCC2)[CH2:43][CH2:42][CH2:41]1>>[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([N:10]2[CH2:15][CH2:14][CH:13]([C:16]3[N:17]([CH2:32][CH2:44][N:40]4[CH2:43][CH2:42][CH2:41]4)[CH:18]=[C:19]([CH:21]4[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]4)[N:20]=3)[CH2:12][CH2:11]2)[N:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 894424644-Amino-6-{4-[4-(4-fluoro-3-trifluoromethyl-phenyl)-1-methyl-1H-imidazol-2-yl]-piperidin-1-yl}-pyrimidine-5-carbonitrileHCID 894426704-[1-(2-Azetidin-1-yl-ethyl)-4-cyclohexyl-1h-imidazol-2-yl]-piperidine trifluoroacetate

Product 1

HCID 715167144-Amino-6-{4-[1-(2-azetidin-1-yl-ethyl)-4-cyclohexyl-1H-imidazol-2-yl]-piperidin-1-yl}-pyrimidine-5-carbonitrile

Procedure

The title compound was prepared in an analogous manner as 4-amino-6-{4-[4-(4-fluoro-3-trifluoromethyl-phenyl)-1-methyl-1H-imidazol-2-yl]-piperidin-1-yl}-pyrimidine-5-carbonitrile using 4-[1-(2-azetidin-1-yl-ethyl)-4-cyclohexyl-1h-imidazol-2-yl]-piperidine trifluoroacetate instead of 4-[4-(4-fluoro-3-trifluoromethyl-phenyl)-1-methyl-1h-imidazol-2-yl]-piperidine. LC-MS: (M+1=435, obsd.=435).

Sources & evidence

ORD record
ord-5a7bb8d762fb4e38a39fcd49509213f9
Source dataset
uspto-grants-2015_09
Patent number
US09145392B2

Reaction notes

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