2,2,2-Trifluoroethanol → 6-(2-Chlorophenyl)-7-(4-chlorophenyl)-3-(2,2,2-trifluoroethoxy)-[1,2,4]triazolo[4,3-a]pyridine

HRID 1867908Notes

Reaction equation

HRID 1867908 reaction equation
[F:1][C:2]([F:6])([F:5])[CH2:3][OH:4].[C:7](N=P1(N(CC)CC)N(C)CCCN1C)(C)(C)C.[Cl:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[C:32]1[C:33]([C:47]2[CH:52]=[CH:51][C:50]([Cl:53])=[CH:49][CH:48]=2)=[CH:34][C:35]2[N:36]([C:38](OCC(F)(F)F)=[N:39][N:40]=2)N=1>C1COCC1>[Cl:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[C:32]1[C:33]([C:47]2[CH:52]=[CH:51][C:50]([Cl:53])=[CH:49][CH:48]=2)=[CH:34][C:35]2[N:36]([C:38]([O:4][CH2:3][C:2]([F:6])([F:5])[F:1])=[N:39][N:40]=2)[CH:7]=1

Participants

5

Reactant 3

HCID 64092,2,2-TrifluoroethanolHCID 35138512-((1,1-Dimethylethyl)imino)-N,N-diethylhexahydro-1,3-dimethyl-2lambda5-1,3,2-diazaphosphorin-2-amineHCID 119931076-(2-Chlorophenyl)-7-(4-chlorophenyl)-3-(2,2,2-trifluoroethoxy)-[1,2,4]triazolo[4,3-b]pyridazine

Product 1

HCID 119922506-(2-Chlorophenyl)-7-(4-chlorophenyl)-3-(2,2,2-trifluoroethoxy)-[1,2,4]triazolo[4,3-a]pyridineYield 48%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound (21 mg, 48% yield) as a white powder was prepared from 3-chloro-6-(2-chlorophenyl)-7-(4-chlorophenyl)-[1,2,4]triazolo[4,3-b]pyridine (38 mg, 0.1 mmol), 2,2,2-trifluoroethanol (72 μL, 1.0 mmol), 2-tert-butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2-diazaphosphorine (144 μL, 0.5 mmol) and anhydrous THF (0.5 mL)in a manner analogous to that in which 6-(2-chlorophenyl)-7-(4-chlorophenyl)-3-(2,2,2-trifluoroethoxy)-[1,2,4]triazolo[4,3-a]pyridazine (Example 6) was prepared. HPLC/MS: retention time=3.86 min, [M+H]+=438.1.

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-76e8644664ad47e7942448d397207f6f
Source dataset
uspto-grants-2009_12
Patent number
US07632837B2

Reaction notes

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