2-Chloro-5-nitropyridine → (S)-1-(5-Aminopyridin-2-yl)pyrrolidin-3-ol

HRID 2236157Notes

Reaction equation

HRID 2236157 reaction equation
[N:1]1([C:7]2[N:12]=[CH:11][C:10]([NH2:13])=[CH:9][CH:8]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.NC1C=CC(N2CCC(O)C2)=NC=1.ClC1C=CC([N+]([O-])=O)=CN=1.N1CC[C@H](O)C1>>[NH2:13][C:10]1[CH:9]=[CH:8][C:7]([N:1]2[CH2:6][CH2:5][C@H:3]([OH:4])[CH2:2]2)=[N:12][CH:11]=1

Participants

5

Reactant 4

HCID 783082-Chloro-5-nitropyridineHCID 1040596-(Morpholino)pyridin-3-amineHCID 2733874(3S)-pyrrolidin-3-olHCID 534081671-(5-Aminopyridin-2-yl)pyrrolidin-3-ol

Product 1

HCID 53255820(S)-1-(5-Aminopyridin-2-yl)pyrrolidin-3-ol

Procedure

With a method similar to that used for the preparation of 6-morpholin-4-yl-pyridin-3-ylamine above, 1-(5-amino-pyridin-2-yl)-pyrrolidin-3-ol was prepared from 2-chloro-5-nitro-pyridine and (S)-pyrrolidin-3-ol. LCMS calcd for C9H13N3O (m/e) 179, obsd 180 (M+H).

Sources & evidence

ORD record
ord-ab496379b0ee44a29852a69a93375f51
Source dataset
uspto-grants-2010_05
Patent number
US07714126B2

Reaction notes

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