N-[5-Chloro-4-(tetrahydro-pyran-2-yloxymethyl)-pyridin-3-ylmethyl]-isobutyramide → N-(5-Chloro-4-hydroxymethyl-pyridin-3-ylmethyl)-isobutyramide

HRID 1959577Notes

Reaction equation

HRID 1959577 reaction equation
ClC1C(CO)=C(C(=O)COC)C=NC=1.[Cl:15][C:16]1[C:17]([CH2:29][O:30]C2CCCCO2)=[C:18]([CH2:22][NH:23][C:24](=[O:28])[CH:25]([CH3:27])[CH3:26])[CH:19]=[N:20][CH:21]=1>>[Cl:15][C:16]1[C:17]([CH2:29][OH:30])=[C:18]([CH2:22][NH:23][C:24](=[O:28])[CH:25]([CH3:26])[CH3:27])[CH:19]=[N:20][CH:21]=1

Participants

3

Reactant 2

HCID 67077454N-[5-Chloro-4-(tetrahydro-pyran-2-yloxymethyl)-pyridin-3-ylmethyl]-isobutyramideHCID 670774851-(5-Chloro-4-hydroxymethyl-pyridin-3-yl)-2-methoxy-ethanone

Product 1

HCID 67077216N-(5-Chloro-4-hydroxymethyl-pyridin-3-ylmethyl)-isobutyramide

Procedure

Deprotection of the tetrahydropyranyl group in N-[5-chloro-4-(tetrahydro-pyran-2-yloxymethyl)-pyridin-3-ylmethyl]-isobutyramide according to the synthesis of 1-(5-chloro-4-hydroxymethyl-pyridin-3-yl)-2-methoxy-ethanone yielded the title compound. MS (m/z): 243.0 [M+H+].

Sources & evidence

ORD record
ord-0f48b58622414ce1aa90dbef6993b809
Source dataset
uspto-grants-2013_04
Patent number
US08410134B2

Reaction notes

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