2-Amino-5-chloro-6-methylpyridine → [2-Methyl-6-(1H-tetrazol-1-yl)pyridin-3-yl]acetic acid

HRID 1502129Notes

Reaction equation

HRID 1502129 reaction equation
Cl[C:2]1C=CC(N)=NC=1C.[N:10]1([C:15]2[N:20]=[CH:19][C:18]([CH2:21][C:22]([OH:24])=[O:23])=[CH:17][CH:16]=2)[CH:14]=[N:13][N:12]=[N:11]1>>[CH3:2][C:19]1[C:18]([CH2:21][C:22]([OH:24])=[O:23])=[CH:17][CH:16]=[C:15]([N:10]2[CH:14]=[N:13][N:12]=[N:11]2)[N:20]=1

Participants

3

Reactant 2

HCID 122510072-Amino-5-chloro-6-methylpyridineHCID 66524945[6-(1H-Tetrazol-1-yl)pyridine-3-yl]acetic acid

Product 1

HCID 68094869[2-Methyl-6-(1H-tetrazol-1-yl)pyridin-3-yl]acetic acid

Procedure

The title compound was prepared from 5-chloro-6-methylpyridin-2-amine in six steps in an analogous fashion to that described for the synthesis of [6-(1H-tetrazol-1-yl)pyridin-3-yl]acetic acid (Method 1, Steps A-F): LC-MS (IE, m/z): 192 [M+1-N2]+, 220 [M+1]+; 1H-NMR (400 MHz, CDCl3) δ 9.88 (s, 1H), 7.9 (d, 1H), 7.85 (d, 1H), 3.79 (s, 2H), 2.59 (s, 3H).

Sources & evidence

ORD record
ord-56f5b634d98a4eeb8b7eb7b5a148ddc9
Source dataset
uspto-grants-2015_12
Patent number
US09206199B2

Reaction notes

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