3-(3,5-Bis(trifluoromethyl)benzylamino)propanol → N-[3,5-Bis(trifluoromethyl)benzyl]-2-chloro-N-(3-hydroxypropyl)-6-methyl-4-phenyl-3-pyridinecarboxamide

HRID 964837Notes

Reaction equation

HRID 964837 reaction equation
[Cl:1][C:2]1[C:7]([C:8]([OH:10])=O)=[C:6]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:5]=[C:4]([CH3:17])[N:3]=1.[F:18][C:19]([F:37])([F:36])[C:20]1[CH:21]=[C:22]([CH:29]=[C:30]([C:32]([F:35])([F:34])[F:33])[CH:31]=1)[CH2:23][NH:24][CH2:25][CH2:26][CH2:27][OH:28].ClC1C(C(O)=O)=C(C2C=CC=CC=2)C=CN=1.FC(F)(F)C1C=C(C=C(C(F)(F)F)C=1)CNCCO>>[F:18][C:19]([F:36])([F:37])[C:20]1[CH:21]=[C:22]([CH:29]=[C:30]([C:32]([F:33])([F:35])[F:34])[CH:31]=1)[CH2:23][N:24]([CH2:25][CH2:26][CH2:27][OH:28])[C:8]([C:7]1[C:2]([Cl:1])=[N:3][C:4]([CH3:17])=[CH:5][C:6]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:10]

Participants

5

Reactant 4

HCID 116380193-(3,5-Bis(trifluoromethyl)benzylamino)propanolHCID 183872712-Chloro-6-methyl-4-phenyl-3-pyridinecarboxylic acidHCID 183873122-Chloro-4-phenylnicotinic acidHCID 22248766N-[3,5-bis(trifluoromethyl)benzyl]-N-(2-hydroxyethyl)amine

Product 1

HCID 18387316N-[3,5-Bis(trifluoromethyl)benzyl]-2-chloro-N-(3-hydroxypropyl)-6-methyl-4-phenyl-3-pyridinecarboxamide

Procedure

The same process as in Step 2 in Reference Example 12 was repeated, except that 2-chloro-6-methyl-4-phenyl-3-pyridinecarboxylic acid was reacted with N-[3,5-bis(trifluoromethyl)benzyl]-N-(3-hydroxypropyl)amine in place of reacting 2-chloro-4-phenyl-3-pyridinecarboxylic acid with N-[3,5-bis(trifluoromethyl)benzyl]-N-(2-hydroxyethyl)amine, to obtain the entitled compound as a pale-yellow, oily substance.

Workup

  1. customto obtain the entitled compound as a pale-yellow, oily substance

Sources & evidence

ORD record
ord-fb99ae97d5e140779bc7a8156d490e80
Source dataset
uspto-grants-1998_06
Patent number
US05770590

Reaction notes

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