2-Chloro-5-(trifluoromethyl)pyridine → HCID 59313007, compound

HRID 2389846Notes

Reaction equation

HRID 2389846 reaction equation
Cl[C:2]1[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[CH:5]=[C:4]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=2[Cl:18])[N:3]=1.[F:19][C:20]([F:32])([F:31])[C:21]1[CH:22]=[CH:23][C:24]([NH:27][CH2:28][CH2:29][OH:30])=[N:25][CH:26]=1.ClC1C=CC(C(F)(F)F)=CN=1.NC(O)C>>[Cl:18][C:12]1[CH:13]=[C:14]([Cl:17])[CH:15]=[CH:16][C:11]=1[C:4]1[N:3]=[C:2]([O:30][CH2:29][CH2:28][NH:27][C:24]2[CH:23]=[CH:22][C:21]([C:20]([F:32])([F:19])[F:31])=[CH:26][N:25]=2)[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[CH:5]=1

Participants

5

Reactant 4

HCID 923422-Chloro-5-(trifluoromethyl)pyridineHCID 522583Acetaldehyde ammoniaHCID 29861042-{[5-(trifluoromethyl)pyridin-2-yl]amino}ethanolHCID 59312932HCID 59312932, compound

Product 1

HCID 59313007HCID 59313007, compound

Procedure

In analogy to the procedure described for Example 90, 46 mg (59% of theory) of the product are obtained starting from 50 mg (0.17 mmol) of 5-chloro-7-(2,4-dichlorophenyl)imidazo-[1,2-c]pyrimidine (Example 6A) by reaction with 48 mg (0.23 mmol) of 2-{[5-(trifluoromethyl)pyridin-2-yl]amino}ethanol, which can be prepared in analogy to the synthesis of Example 48A from 2-chloro-5-(trifluoromethyl)pyridine and aminoethanol, after subsequent purification by preparative HPLC.

Workup

  1. customare obtained
  2. customafter subsequent purification by preparative HPLC

Sources & evidence

ORD record
ord-adb1196ce73c46a9abfa58b526d65e6e
Source dataset
uspto-grants-2012_09
Patent number
US08273752B2

Reaction notes

Loading…