4-(Hydroxymethyl)piperidin-2-one → (Racemic) 6-amino-4-((2-oxopiperidin-4-yl)methoxy)nicotinonitrile

HRID 1778028Notes

Reaction equation

HRID 1778028 reaction equation
[OH:1][CH2:2][CH:3]1[CH2:8][CH2:7][NH:6][C:5](=[O:9])[CH2:4]1.[NH2:10][C:11]1[CH:18]=[C:17](OCCOC)[C:14]([C:15]#[N:16])=[CH:13][N:12]=1>>[NH2:10][C:11]1[CH:18]=[C:17]([O:1][CH2:2][CH:3]2[CH2:8][CH2:7][NH:6][C:5](=[O:9])[CH2:4]2)[C:14]([C:15]#[N:16])=[CH:13][N:12]=1

Participants

3

Reactant 2

HCID 218400174-(Hydroxymethyl)piperidin-2-oneHCID 1180368416-Amino-4-(2-methoxyethoxy)nicotinonitrile

Product 1

HCID 118036317(Racemic) 6-amino-4-((2-oxopiperidin-4-yl)methoxy)nicotinonitrile

Procedure

From (racemic) 4-(hydroxymethyl)piperidin-2-one, synthesized in an analogous manner to intermediate 20, the title compound was obtained as a beige solid. (UPLC-MS 6) tR 0.42; ESI-MS 247.2 [M+H]+.

Sources & evidence

ORD record
ord-e7ed013beb044f0d90f218bdca047621
Source dataset
uspto-grants-2016_02
Patent number
US09266883B2

Reaction notes

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