Ethyl formate → 5-Chloro-4-(tetrahydro-pyran-2-yloxymethyl)-pyridine-3-carbaldehyde

HRID 1959565Notes

Reaction equation

HRID 1959565 reaction equation
BrC1C=NC=C(Cl)C=1COC1CCCCO1.C(OC=O)C.[Cl:22][C:23]1[C:24]([CH2:34][O:35][CH:36]2[CH2:41][CH2:40][CH2:39][CH2:38][O:37]2)=[C:25]([C:29](=[O:33])COC)[CH:26]=[N:27][CH:28]=1>>[Cl:22][C:23]1[C:24]([CH2:34][O:35][CH:36]2[CH2:41][CH2:40][CH2:39][CH2:38][O:37]2)=[C:25]([CH:29]=[O:33])[CH:26]=[N:27][CH:28]=1

Participants

4

Reactant 3

HCID 8025Ethyl formateHCID 44190473HCID 44190473, compoundHCID 670771431-[5-Chloro-4-(tetrahydro-pyran-2-yloxymethyl)-pyridin-3-yl]-2-methoxy-ethanone

Product 1

HCID 441904745-Chloro-4-(tetrahydro-pyran-2-yloxymethyl)-pyridine-3-carbaldehyde

Procedure

Reaction of 3-bromo-5-chloro-4-(tetrahydro-pyran-2-yloxymethyl)-pyridine (0.36 g, 1.0 mmol) with formic acid ethyl ester (1.6 mL, 20 mmol) according to the synthesis of 1-[5-chloro-4-(tetrahydro-pyran-2-yloxymethyl)-pyridin-3-yl]-2-methoxy-ethanone yielded the title compound. MS (m/z): 256.0 [M+H+].

Sources & evidence

ORD record
ord-ccf5c36811fc4512a34fc67d05e9dd45
Source dataset
uspto-grants-2013_04
Patent number
US08410134B2

Reaction notes

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