1,3-Dibromopropane → 1-(5-Bromopyridin-2-yl)cyclobutanecarbonitrile

HRID 1425993Notes

Reaction equation

HRID 1425993 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]#[N:10])=[N:6][CH:7]=1.Br[CH2:12][CH2:13][CH2:14]Br>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:9]#[N:10])[CH2:14][CH2:13][CH2:12]2)=[N:6][CH:7]=1.[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH2:12][CH2:13][CH2:14][C:8]=2[C:9]#[N:10])[CH:7]=1

Participants

4

Reactant 2

HCID 80011,3-DibromopropaneHCID 29927881(5-Bromopyridin-2-yl)acetonitrile

Product 2

HCID 668263691-(5-Bromopyridin-2-yl)cyclobutanecarbonitrileHCID 67997614HCID 67997614, compound

Procedure

The title compound was prepared from (5-bromo-pyridin-2-yl)-acetonitrile and 1,3-dibromopropane following a procedure analogous to that described in Step 1 for Intermediate 34; additionally, 7-bromo-3,4-dihydro-2H-quinolizine-1-carbonitrile was obtained {Yield: 75% of theory; LC (method 1): tR=1.72 min; Mass spectrum (ESI+): m/z=237/239 (Br) [M+H]+}. Yield: 25% of theory; LC (method 1): tR=1.86 min; Mass spectrum (ESI+): m/z=237/239 (Br) [M+H]+.

Sources & evidence

ORD record
ord-30d68c4873fe4ffa9313b8760e7e08ac
Source dataset
uspto-grants-2015_01
Patent number
US08933072B2

Reaction notes

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