5-bromo-2-(tetrahydro-2H-pyran-4-yl)pyridine → HCID 86692461, compound

Reaction equation

Br[C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:18]#[N:19])[CH2:17][CH2:16][C:11]3([O:15][CH2:14][CH2:13][O:12]3)[CH2:10][CH2:9]2)=[N:6][CH:7]=1.BrC1C=CC(C2CCOCC2)=[N:25]C=1>>[NH2:25][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:18]#[N:19])[CH2:17][CH2:16][C:11]3([O:15][CH2:14][CH2:13][O:12]3)[CH2:10][CH2:9]2)=[N:6][CH:7]=1

Participants

Reactant 2

HCID 225027355-bromo-2-(tetrahydro-2H-pyran-4-yl)pyridine

HCID 86692457HCID 86692457, compound

Product 1

HCID 86692461HCID 86692461, compound

Procedure

In Reference Example 75(4), 8-(5-bromopyridin-2-yl)-1,4-dioxaspiro[4,5]decane-8-carbonitrile described in Reference Example 82 was used in place of 5-bromo-2-(tetrahydro-2H-pyran-4-yl)pyridine, and reacted and treated in a similar manner to give the titled compound.

Workup

customreacted
additiontreated in a similar manner

Sources & evidence

ORD record: ord-4b6f1eb6a1bb4cd7bdcd54501eb120d5
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09150555B2

Reaction notes

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