((5,8-Dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-yl)methyl)triphenylphosphonium chloride → HCID 123791152, compound

HRID 1054943Notes

Reaction equation

HRID 1054943 reaction equation
[CH3:1][N:2]1[C:6]([N:7]2[CH2:11][CH2:10][CH2:9][CH2:8]2)=[N:5][C:4]([CH:12]=O)=[N:3]1.[Cl-].[CH3:15][C:16]1[N:21]2[N:22]=[C:23]([CH2:25][P+](C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[N:24]=[C:20]2[C:19]([CH3:45])=[N:18][CH:17]=1>>[CH3:15][C:16]1[N:21]2[N:22]=[C:23]([CH:25]=[CH:12][C:4]3[N:5]=[C:6]([N:7]4[CH2:11][CH2:10][CH2:9][CH2:8]4)[N:2]([CH3:1])[N:3]=3)[N:24]=[C:20]2[C:19]([CH3:45])=[N:18][CH:17]=1

Participants

3

Reactant 2

HCID 86665503((5,8-Dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-yl)methyl)triphenylphosphonium chlorideHCID 90017874HCID 90017874, compound

Product 1

HCID 123791152HCID 123791152, compoundYield 39.5%

Procedure

Was prepared in the same manner as described in General Procedure Example 1g) using 1-methyl-5-(pyrrolidin-1-yl)-1H-1,2,4-triazole-3-carbaldehyde (45 mg, 250 μmol, Eq: 1.00) and ((5,8-dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-yl)methyl)triphenylphosphonium chloride (115 mg, 250 μmol, Eq: 1.00) as starting materials. Chromatography afforded 5,8-Dimethyl-2-[2-(1-methyl-5-pyrrolidin-1-yl-1H-[1,2,4]triazol-3-yl)-vinyl]-[1,2,4]triazolo[1,5-a]pyrazine (32 mg, 39.5%) as white solid. MS: m/z=325.5 (M+H+)

Workup

  1. customWas prepared in the same manner

Sources & evidence

ORD record
ord-9581e81ec1374b85b20d1aaceb98efba
Source dataset
uspto-grants-2016_07
Patent number
US09394311B2

Reaction notes

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