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-(3-chloro-4-fluoro-phenyl)-1H-imidazol-2-yl]-piperidin-1-yl}-pyrimidine-5-carbonitrile

HRID 2284000Notes

Reaction equation

HRID 2284000 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6](N2CCC(C3N(C)C=C(C4C=CC(F)=C(C(F)(F)F)C=4)N=3)CC2)[N:5]=[CH:4][N:3]=1.Cl.[N:34]1([CH2:38][CH2:39][N:40]2[CH:44]=[C:43]([C:45]3[CH:50]=[CH:49][C:48]([F:51])=[C:47]([Cl:52])[CH:46]=3)[N:42]=[C:41]2[CH:53]2[CH2:58][CH2:57][NH:56][CH2:55][CH2:54]2)[CH2:37][CH2:36][CH2:35]1>>[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([N:56]2[CH2:57][CH2:58][CH:53]([C:41]3[N:40]([CH2:39][CH2:38][N:34]4[CH2:37][CH2:36][CH2:35]4)[CH:44]=[C:43]([C:45]4[CH:50]=[CH:49][C:48]([F:51])=[C:47]([Cl:52])[CH:46]=4)[N:42]=3)[CH2:54][CH2:55]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 894429424-[1-(2-Azetidin-1-yl-ethyl)-4-(3-chloro-4-fluoro-phenyl)-1H-imidazol-2-yl]-piperidine hydrochloride

Product 1

HCID 894453814-Amino-6-{4-[1-(2-azetidin-1-yl-ethyl)-4-(3-chloro-4-fluoro-phenyl)-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-(3-chloro-4-fluoro-phenyl)-1H-imidazol-2-yl]-piperidine hydrochloride instead of 4-[4-(4-fluoro-3-trifluoromethyl-phenyl)-1-methyl-1h-imidazol-2-yl]-piperidine. LC-MS: (M+1=481, obsd.=481).

Sources & evidence

ORD record
ord-6db2380d5ea94291af442b56a296d475
Source dataset
uspto-grants-2015_09
Patent number
US09145392B2

Reaction notes

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