6-Chloro-4-iodopyridin-3-ol → 4-(5-Chloro-furo[2,3-c]pyridin-2-yl)-4-methyl-piperidine-1-carboxylic acid tert-butyl ester

HRID 1471772Notes

Reaction equation

HRID 1471772 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([C:15]#[CH:16])([CH3:14])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl:17][C:18]1[CH:23]=[C:22](I)[C:21]([OH:25])=[CH:20][N:19]=1>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([C:15]2[O:25][C:21]3=[CH:20][N:19]=[C:18]([Cl:17])[CH:23]=[C:22]3[CH:16]=2)([CH3:14])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 533020386-Chloro-4-iodopyridin-3-olHCID 72207605Tert-butyl 4-ethynyl-4-methylpiperidine-1-carboxylate

Product 1

HCID 866945764-(5-Chloro-furo[2,3-c]pyridin-2-yl)-4-methyl-piperidine-1-carboxylic acid tert-butyl ester

Procedure

The title compound is prepared from 4-ethynyl-4-methyl-piperidine-1-carboxylic acid tert-butyl ester and 2-chloro-5-hydroxy-4-iodo-pyridine following a procedure analogous to that described for Intermediate 5. LC (method 4): tR=1.76 min; Mass spectrum (ESI+): m/z=351/353 (Cl) [M+H]+.

Sources & evidence

ORD record
ord-656974988d974e928253fe26d99163a9
Source dataset
uspto-grants-2015_04
Patent number
US09012456B2

Reaction notes

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