2-chloro-6-methyl-N-(1,3-thiazol-2-yl)pyrimidin-4-amine → Methyl {cis-5-cyclohexyl-1-[4-methyl-6-(1,3-thiazol-2-ylamino)pyrimidin-2-yl]piperidin-3-yl}acetate

HRID 383798Notes

Reaction equation

HRID 383798 reaction equation
Cl.[CH:2]1([C@H:8]2[CH2:13][NH:12][CH2:11][C@@H:10]([CH2:14][C:15]([O:17][CH3:18])=[O:16])[CH2:9]2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.Cl[C:20]1[N:25]=[C:24]([NH:26][C:27]2[S:28][CH:29]=[CH:30][N:31]=2)[CH:23]=[C:22]([CH3:32])[N:21]=1.ClC1N=C(NC2NN=CC=2)C=C(C)N=1>>[CH:2]1([C@H:8]2[CH2:13][N:12]([C:20]3[N:21]=[C:22]([CH3:32])[CH:23]=[C:24]([NH:26][C:27]4[S:28][CH:29]=[CH:30][N:31]=4)[N:25]=3)[CH2:11][C@@H:10]([CH2:14][C:15]([O:17][CH3:18])=[O:16])[CH2:9]2)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1

Participants

4

Reactant 3

HCID 574407632-chloro-6-methyl-N-(1,3-thiazol-2-yl)pyrimidin-4-amineHCID 580550402-chloro-6-methyl-N-(1H-pyrazol-3-yl)pyrimidin-4-amineHCID 86661365Methyl (cis-5-cyclohexylpiperidine-3-yl)acetate hydrochloride

Product 1

HCID 131730195Methyl {cis-5-cyclohexyl-1-[4-methyl-6-(1,3-thiazol-2-ylamino)pyrimidin-2-yl]piperidin-3-yl}acetate

Procedure

The title compound was prepared by the similar manner described in Example 1 using methyl (cis-5-cyclohexylpiperidine-3-yl)acetate hydrochloride prepared in Step 3 of Example 22 instead of (S)-3-(tert-butoxycarbonylamino)piperidine, and 2-chloro-6-methyl-N-(1,3-thiazol-2-yl)pyrimidin-4-amine prepared in Referential Example 3 instead of 2-chloro-6-methyl-N-(1H-pyrazol-5-yl)pyrimidin-4-amine.

Sources & evidence

ORD record
ord-abe4254e21bb4a7aa0879baf36991848
Source dataset
uspto-grants-2013_02
Patent number
US08367690B2

Reaction notes

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