2-Amino-5-bromo-4-methylpyridine → 4-Methyl-5-(oxiran-2-yl)-2-(1H-tetrazol-1-yl)pyridine

HRID 2281320Notes

Reaction equation

HRID 2281320 reaction equation
[O:1]1[CH2:3][CH:2]1[C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH:14]=[N:13][N:12]=[N:11]2)=[N:8][CH:9]=1.Br[C:16]1C(C)=CC(N)=NC=1>>[CH3:16][C:5]1[C:4]([CH:2]2[CH2:3][O:1]2)=[CH:9][N:8]=[C:7]([N:10]2[CH:14]=[N:13][N:12]=[N:11]2)[CH:6]=1

Participants

3

Reactant 2

HCID 8176952-Amino-5-bromo-4-methylpyridineHCID 895436045-(Oxiran-2-yl)-2-(1H-tetrazol-1-yl)pyridine2×

Product 1

HCID 895451574-Methyl-5-(oxiran-2-yl)-2-(1H-tetrazol-1-yl)pyridine

Procedure

4-Methyl-5-(oxiran-2-yl)-2-(1H-tetrazol-1-yl) pyridine was prepared in a similar fashion to that described for the synthesis of 5-(oxiran-2-yl)-2-(1H-tetrazol-1-yl)pyridine (INTERMEDIATE 32) starting from commercially available 5-bromo-4-methylpyridin-2-amine to provide the title compound.

Workup

  1. custom4-Methyl-5-(oxiran-2-yl)-2-(1H-tetrazol-1-yl) pyridine was prepared in a similar fashion to

Sources & evidence

ORD record
ord-3a0894f4bc184d04828dde61f65efac8
Source dataset
uspto-grants-2015_09
Patent number
US09139585B2

Reaction notes

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