Water → HCID 59644544, compound

HRID 2252007Notes

Reaction equation

HRID 2252007 reaction equation
[F:1][C:2]([F:41])([F:40])[C:3]1[CH:4]=[C:5]([CH:33]=[C:34]([C:36]([F:39])([F:38])[F:37])[CH:35]=1)[CH2:6][N:7]1[C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:10]([C:18]2[N:19]([CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[Cl:32])[C:20]([CH2:23][OH:24])=[N:21][N:22]=2)[N:9]=[N:8]1.O>CS(C)=O>[F:41][C:2]([F:1])([F:40])[C:3]1[CH:4]=[C:5]([CH:33]=[C:34]([C:36]([F:38])([F:37])[F:39])[CH:35]=1)[CH2:6][N:7]1[C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:10]([C:18]2[N:19]([CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[Cl:32])[C:20]([CH:23]=[O:24])=[N:21][N:22]=2)[N:9]=[N:8]1

Participants

4

Reactant 2

HCID 962WaterHCID 86601257HCID 86601257, compound

Product 1

HCID 59644544HCID 59644544, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Dissolve [5-[1-(3,5-bis-trifluoromethyl-benzyl)-5-phenyl-1H-[1,2,3]triazol-4-yl]-4-(2-chloro-benzyl)-4H-[1,2,4]triazol-3-yl]methanol in DMSO. Add sulfur trioxide pyridine complex (4 eq) and add TEA (10 eq). Stir overnight at RT. Pour into water and extract with CH2Cl2. Purify via silica gel chromatography using a gradient of 4:1 to 1:1 hexanes:EtOAc to give the title compound. MS (IS) 589.0 (M−1). Rf=0.43 (1:1 hexanes:EtOAc)

Workup

  1. extractionextract with CH2Cl2
  2. customPurify via silica gel chromatography

Sources & evidence

ORD record
ord-0fa0c3b32e3543559bce0bc3380dc6ea
Source dataset
uspto-grants-2008_01
Patent number
US07320994B2

Reaction notes

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