(R)-2-(tetrazolo[1,5-a]pyrid 6-yl)oxirane → (1R)-2-Amino-1-[1,2,3,4]tetraazolo[1,5-a]pyridin-6-yl-1-ethanol

HRID 1794786Notes

Reaction equation

HRID 1794786 reaction equation
[O:1]1[CH2:3][C@H:2]1[C:4]1[CH:5]=[CH:6][C:7]2[N:8]([N:10]=[N:11][N:12]=2)[CH:9]=1.CO.[NH4+:15]>>[NH2:15][CH2:3][C@@H:2]([C:4]1[CH:5]=[CH:6][C:7]2[N:8]([N:10]=[N:11][N:12]=2)[CH:9]=1)[OH:1]

Participants

3

Reactant 2

HCID 13090314(R)-2-(tetrazolo[1,5-a]pyrid 6-yl)oxiraneHCID 22220579Ammonium methanol

Product 1

HCID 69654686(1R)-2-Amino-1-[1,2,3,4]tetraazolo[1,5-a]pyridin-6-yl-1-ethanol

Procedure

The title compound was prepared from 6-[(2R)oxiranyl][1,2,3,4]tetraazolo[1,5-a]pyridine and saturated ammonium methanol in substantially the same manner, as described in Example 124. The product was obtained as an off-white solid; mp 153–154° C.; 1H NMR (400 MHz, DMSO-d6) δ 1.60 (brs, 2 H), 2.73–2.84 (m, 2 H), 4.65–4.68 (m, 1 H), 5.70 (brs, 1 H), 7.83–7.87 (m, 1 H), 8.14–8.16 (m, 1 H), 9.08–9.09 (m, 1 H); MS (ES) m/z: 180 (M+H).

Workup

  1. customThe product was obtained as an off-white solid

Sources & evidence

ORD record
ord-5eb8f760d2194968b3999185946825dd
Source dataset
uspto-grants-2006_04
Patent number
US07022716B2

Reaction notes

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