2-(p-Chlorophenylthio)ethanol → 2-{2-[(4-Chlorophenyl)sulfanyl]ethoxy}-5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine

HRID 1752826Notes

Reaction equation

HRID 1752826 reaction equation
CS([C:5]1[N:15]=[C:8]2[N:9]=[C:10]([CH3:14])[CH:11]=[C:12]([CH3:13])[N:7]2[N:6]=1)(=O)=O.[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([S:23][CH2:24][CH2:25][OH:26])=[CH:19][CH:18]=1>>[Cl:16][C:17]1[CH:18]=[CH:19][C:20]([S:23][CH2:24][CH2:25][O:26][C:5]2[N:15]=[C:8]3[N:9]=[C:10]([CH3:14])[CH:11]=[C:12]([CH3:13])[N:7]3[N:6]=2)=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 834872-(p-Chlorophenylthio)ethanolHCID 713561592-(Methanesulfonyl)-5,7-dimethyl[1,2,4]triazolo[1,5-a]pyrimidine

Product 1

HCID 867193342-{2-[(4-Chlorophenyl)sulfanyl]ethoxy}-5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidineYield 38%

Procedure

The title compound was prepared according to the experimentals described for Example 11 above from 2-methanesulfonyl-5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine and 2-[(4-chlorophenyl)sulfanyl]ethan-1-ol in 38% yield. 1H NMR (DMSO-d6, 400 MHz) δ ppm: 7.47 (dd, 1H), 7.45 (dd, 1H), 7.39 (dd, 1H), 7.37 (dd, 1H), 7.08 (s, 1H), 4.51 (t, 2H), 3.45 (t, 2H), 2.62 (s, 3H), 2.52 (s, 3H).

Sources & evidence

ORD record
ord-81a612790be646e3b24ac58a3e6637c6
Source dataset
uspto-grants-2015_10
Patent number
US09163027B2

Reaction notes

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