3-Ethynyl-2-methylpyridine → 4-Methyl-3-[4-(2-methyl-pyridin-3-yl)-[1,2,3]triazol-1-yl]-benzoic acid

HRID 1350658Notes

Reaction equation

HRID 1350658 reaction equation
[N:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[CH3:13])[C:7]([OH:9])=[O:8])=[N+:2]=[N-:3].[CH3:14][C:15]1[C:20]([C:21]#[CH:22])=[CH:19][CH:18]=[CH:17][N:16]=1.CC1C=C(C=C(N2C=C(C3C=NC=CC=3)N=N2)C=1C)C(O)=O>>[CH3:13][C:12]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][C:4]=1[N:1]1[CH:22]=[C:21]([C:20]2[C:15]([CH3:14])=[N:16][CH:17]=[CH:18][CH:19]=2)[N:3]=[N:2]1

Participants

4

Reactant 3

HCID 145265873-Ethynyl-2-methylpyridineHCID 179730913-Azido-4-methylbenzoic acidHCID 210972963,4-Dimethyl-5-(4-pyridin-3-yl-[1,2,3]triazol-1-yl)-benzoic acid

Product 1

HCID 210973254-Methyl-3-[4-(2-methyl-pyridin-3-yl)-[1,2,3]triazol-1-yl]-benzoic acid

Procedure

4-Methyl-3-[4-(2-methyl-pyridin-3-yl)-[1,2,3]triazol-1-yl]-benzoic acid (5:3 mixture with 4-methyl-3-[5-(2-methyl-pyridin-3-yl)-[1,2,3]triazol-1-yl]-benzoic acid) was prepared from 3-azido-4-methyl benzoic acid and 2-methyl-3-ethynyl pyridine in the same manner as 3,4-dimethyl-5-(4-pyridin-3-yl-[1,2,3]triazol-1-yl)-benzoic acid (Example 8).

Sources & evidence

ORD record
ord-fab2323ef6f3486a8d85b4512da27803
Source dataset
uspto-grants-2007_05
Patent number
US07214802B2

Reaction notes

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