2-chloro-6-methyl-N-(1H-pyrazol-3-yl)pyrimidin-4-amine → methyl (cis-5-cyclohexyl-1-{4-[(3-cyclopropyl-1H-pyrazol-5-yl)amino]-6-methylpyrimidin-2-yl}piperidin-3-yl)acetate

HRID 383797Notes

Reaction equation

HRID 383797 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[NH:31][N:30]=[C:29]([CH:32]3[CH2:34][CH2:33]3)[CH:28]=2)[CH:23]=[C:22]([CH3:35])[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:25]=[C:24]([NH:26][C:27]4[NH:31][N:30]=[C:29]([CH:32]5[CH2:34][CH2:33]5)[CH:28]=4)[CH:23]=[C:22]([CH3:35])[N:21]=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 580550402-chloro-6-methyl-N-(1H-pyrazol-3-yl)pyrimidin-4-amineHCID 86661365Methyl (cis-5-cyclohexylpiperidine-3-yl)acetate hydrochlorideHCID 178428184HCID 178428184, compound

Product 1

HCID 178500709methyl (cis-5-cyclohexyl-1-{4-[(3-cyclopropyl-1H-pyrazol-5-yl)amino]-6-methylpyrimidin-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 instead of (S)-3-(tert-butoxycarbonylamino)piperidine, and 2-chloro-N-(3-cyclopropyl-1H-pyrazol-5-yl)-6-methylpyrimidin-4-amine prepared in Referential Example 2 instead of 2-chloro-6-methyl-N-(1H-pyrazol-5-yl)pyrimidin-4-amine.

Sources & evidence

ORD record
ord-81b89422c04e427e8bb94ce5a85c8547
Source dataset
uspto-grants-2013_02
Patent number
US08367690B2

Reaction notes

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