(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 1061280Notes

Reaction equation

HRID 1061280 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, 2H), 2.73-2.84 (m, 2H), 4.65-4.68 (m, 1H), 5.70 (brs, 1H), 7.83-7.87 (m, 1H), 8.14-8.16 (m, 1H), 9.08-9.09 (m, 1H); MS (ES) m/z: 180 (M+H).

Workup

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

Sources & evidence

ORD record
ord-255897814b924fb4b2a946f3961d9926
Source dataset
uspto-grants-2003_02
Patent number
US06525202B2

Reaction notes

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