HCID 53236067, compound → HCID 123785140, compound

HRID 1054951Notes

Reaction equation

HRID 1054951 reaction equation
[Br:1][C:2]1[N:6]=[C:5]([CH:7]=O)[N:4]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)[N:3]=1.[Cl-].[CH3:19][C:20]1[N:25]2[N:26]=[C:27]([CH2:29][P+](C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[N:28]=[C:24]2[C:23]([CH3:49])=[N:22][CH:21]=1>>[Br:1][C:2]1[N:6]=[C:5]([CH:7]=[CH:29][C:27]2[N:28]=[C:24]3[C:23]([CH3:49])=[N:22][CH:21]=[C:20]([CH3:19])[N:25]3[N:26]=2)[N:4]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)[N:3]=1

Participants

3

Reactant 2

HCID 53236067HCID 53236067, compoundHCID 86665503((5,8-Dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-yl)methyl)triphenylphosphonium chloride

Product 1

HCID 123785140HCID 123785140, compoundYield 67.2%

Procedure

Was prepared in the same manner as described in General Procedure Example 1g) using 3-bromo-1-(4-methoxybenzyl)-1H-1,2,4-triazole-5-carbaldehyde (50 mg, 169 μmol, Eq: 1.00) and ((5,8-dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-yl)methyl)triphenylphosphonium chloride (77.5 mg, 169 μmol, Eq: 1.00) as starting materials. Chromatography afforded 2-{2-[5-Bromo-2-(4-methoxy-benzyl)-2H-[1,2,4]triazol-3-yl]-vinyl}-5,8-dimethyl-[1,2,4]triazolo[1,5-a]pyrazine (50 mg, 35.4%) as a white solid. MS: m/z=442.3 (M+H+)

Workup

  1. customWas prepared in the same manner

Sources & evidence

ORD record
ord-94571fa7488c405bb6075010ca88e720
Source dataset
uspto-grants-2016_07
Patent number
US09394311B2

Reaction notes

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