3-Bromo-2-(bromomethyl)-6-chloropyridine → 1-(2-chloro-12H-1,11-diaza-dibenzo[a,e]cycloocten-11-yl)-ethanone

HRID 2224354Notes

Reaction equation

HRID 2224354 reaction equation
Br[C:2]1[C:3]([CH2:9]Br)=[N:4][C:5]([Cl:8])=[CH:6][CH:7]=1.[C:11]([N:14]1[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[CH:19]=[CH:18]C2N=C(Cl)C(F)=CC=2C1)(=[O:13])[CH3:12]>>[Cl:8][C:5]1[CH:6]=[CH:7][C:2]2[CH:18]=[CH:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[N:14]([C:11](=[O:13])[CH3:12])[CH2:9][C:3]=2[N:4]=1

Participants

3

Reactant 2

HCID 232499153-Bromo-2-(bromomethyl)-6-chloropyridineHCID 743934126-Acetyl-2-chloro-3-fluoro-5,6-dihydro-pyrido[3,2-c][1]benzazocine

Product 1

HCID 723667791-(2-chloro-12H-1,11-diaza-dibenzo[a,e]cycloocten-11-yl)-ethanoneYield 28%

Procedure

Compound 55C (27.7 mg, 28%) was prepared from bb (56.4 mg, 0.35 mmol) and 55B (100 mg, 0.35 mmol) in two steps by a route analogous to that used for the preparation of 1D.

Sources & evidence

ORD record
ord-00c9b9de4e3646a6b2ad599a00143c30
Source dataset
uspto-grants-2008_05
Patent number
US07378426B2

Reaction notes

Loading…