3-[1,2,3]Triazol-2-yl-pyridine-2-carboxylic acid → N-(2-Methyl-2-{[5-(trifluoromethyl)pyrimidin-2-yl]amino}cyclopentyl)-3-(2H-1,2,3-triazol-2-yl)pyridine-2-carboxamide

HRID 1750712Notes

Reaction equation

HRID 1750712 reaction equation
[CH3:1][C:2]1([NH:22][C:23]2[N:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][N:24]=2)[CH2:6][CH2:5][CH2:4][CH:3]1[NH:7][C:8]([C:10]1[C:15](C2N=CC=CN=2)=[CH:14][CH:13]=[CH:12][N:11]=1)=[O:9].CC1(NC2N=CC(C(F)(F)F)=CN=2)CCCC1N.[N:51]1[N:52](C2C(C(O)=O)=NC=CC=2)[N:53]=[CH:54][CH:55]=1>>[CH3:1][C:2]1([NH:22][C:23]2[N:28]=[CH:27][C:26]([C:29]([F:31])([F:32])[F:30])=[CH:25][N:24]=2)[CH2:6][CH2:5][CH2:4][CH:3]1[NH:7][C:8]([C:10]1[C:15]([N:52]2[N:53]=[CH:54][CH:55]=[N:51]2)=[CH:14][CH:13]=[CH:12][N:11]=1)=[O:9]

Participants

4

Reactant 3

HCID 667422883-[1,2,3]Triazol-2-yl-pyridine-2-carboxylic acidHCID 118308088N-(2-Methyl-2-{[5-(trifluoromethyl)pyrimidin-2-yl]amino}cyclopentyl)-3-(pyrimidin-2-yl)pyridine-2-carboxamideHCID 1183081801-Methyl-1-N-[5-(trifluoromethyl)pyrimidin-2-yl]cyclopentane-1,2-diamine2×

Product 1

HCID 118308333N-(2-Methyl-2-{[5-(trifluoromethyl)pyrimidin-2-yl]amino}cyclopentyl)-3-(2H-1,2,3-triazol-2-yl)pyridine-2-carboxamide

Procedure

Prepared according to the procedure for N-(2-methyl-2-{[5-(trifluoromethyl)pyrimidin-2-yl]amino}cyclopentyl)-3-(pyrimidin-2-yl)pyridine-2-carboxamide (Example 153) from 1-methyl-1-N-[5-(trifluoromethyl)pyrimidin-2-yl]cyclopentane-1,2-diamine (Intermediate 50; 150 mg, 0.58 mmol) and 3-(2H-1,2,3-triazol-2-yl)pyridine-2-carboxylic acid (CAS number 1252907-86-0; 110 mg, 0.58 mmol) and then triturated with heptane to afford the title compound.

Workup

  1. customPrepared
  2. customtriturated with heptane

Sources & evidence

ORD record
ord-4e8e6ad928a04855af51686f1b7c0595
Source dataset
uspto-grants-2015_10
Patent number
US09156829B2

Reaction notes

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