Triethylamine → N-(2-Methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]amino}cyclopentyl)-3-(2H-1,2,3-triazol-2-yl)pyridine-2-carboxamide

HRID 1750713Notes

Reaction equation

HRID 1750713 reaction equation
CC1(NC2N=CC(C(F)(F)F)=CN=2)CCCC1NC(C1C(C2N=CC=CN=2)=CC=CN=1)=O.[CH3:33][C:34]1([NH:40][C:41]2[CH:46]=[CH:45][C:44]([C:47]([F:50])([F:49])[F:48])=[CH:43][N:42]=2)[CH2:38][CH2:37][CH2:36][CH:35]1[NH2:39].[N:51]1[N:52]([C:56]2[C:57]([C:62](O)=[O:63])=[N:58][CH:59]=[CH:60][CH:61]=2)[N:53]=[CH:54][CH:55]=1.C(N(CC)CC)C>>[CH3:33][C:34]1([NH:40][C:41]2[CH:46]=[CH:45][C:44]([C:47]([F:50])([F:48])[F:49])=[CH:43][N:42]=2)[CH2:38][CH2:37][CH2:36][CH:35]1[NH:39][C:62]([C:57]1[C:56]([N:52]2[N:53]=[CH:54][CH:55]=[N:51]2)=[CH:61][CH:60]=[CH:59][N:58]=1)=[O:63]

Participants

5

Reactant 4

HCID 8471TriethylamineHCID 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 1183081841-Methyl-1-N-[5-(trifluoromethyl)pyridin-2-yl]cyclopentane-1,2-diamine2×

Product 1

HCID 118308334N-(2-Methyl-2-{[5-(trifluoromethyl)pyridin-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)pyridin-2-yl]cyclopentane-1,2-diamine (Intermediate 51; 85 mg, 0.33 mmol), 3-(2H-1,2,3-triazol-2-yl)pyridine-2-carboxylic acid (CAS number 1252907-86-0; 75 mg, 0.33 mmol) and triethylamine (0.14 ml, 0.98 mmol) except this was then recrystallised from diisopropyl ether/pentane and then triturated with diethyl ether to afford the title compound.

Workup

  1. customPrepared
  2. customthis was then recrystallised from diisopropyl ether/pentane
  3. customtriturated with diethyl ether

Sources & evidence

ORD record
ord-8f89ccca7eec4636a1fd6345e81b1d40
Source dataset
uspto-grants-2015_10
Patent number
US09156829B2

Reaction notes

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