2-Chloro-5-nitropyrimidine → HCID 67536697, compound

HRID 2236165Notes

Reaction equation

HRID 2236165 reaction equation
[OH:1][C@H:2]1[CH2:6][CH2:5][NH:4][CH2:3]1.Cl[C:8]1[N:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][N:9]=1>>[N+:14]([C:11]1[CH:10]=[N:9][C:8]([N:4]2[CH2:5][CH2:6][C@H:2]([OH:1])[CH2:3]2)=[N:13][CH:12]=1)([O-:16])=[O:15]

Participants

3

Reactant 2

HCID 825442-Chloro-5-nitropyrimidineHCID 2733874(3S)-pyrrolidin-3-ol

Product 1

HCID 67536697HCID 67536697, compound

Procedure

This compound was prepared with the same method described before using (S)-3-hydroxypyrrolidine and 2-chloro-5-nitro-pyrimidine to give (S)—N-(5-nitropyrimidin-2-yl)-pyrrolidin-3-ol. LCMS calcd for C8H10N4O3 m/e 210.19, obsd 211 (ES, M+H). Hydrogenation of the nitro compound, as above, provided (S)—N-(5-aminopyrimidin-2-yl)-pyrrolidin-3-ol.

Workup

  1. customThis compound was prepared with the same method

Sources & evidence

ORD record
ord-500c381b845346739c0fb8d00d555915
Source dataset
uspto-grants-2010_05
Patent number
US07714126B2

Reaction notes

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