N-(5-chloro-2-vinyl-phenyl)-acetamide → 6-Acetyl-3,8-dichloro-5,6-dihydropyrido[4,3-c][1]benzazocine

HRID 2224333Notes

Reaction equation

HRID 2224333 reaction equation
Br[CH2:2][C:3]1[C:8](I)=[CH:7][N:6]=[C:5]([Cl:10])[CH:4]=1.[Cl:11][C:12]1[CH:13]=[CH:14][C:15]([CH:22]=[CH2:23])=[C:16]([NH:18][C:19](=[O:21])[CH3:20])[CH:17]=1.C(N1C2C=CC=CC=2C=CC2N=C(Cl)C(F)=CC=2C1)(=O)C>>[C:19]([N:18]1[C:16]2[CH:17]=[C:12]([Cl:11])[CH:13]=[CH:14][C:15]=2[CH:22]=[CH:23][C:8]2[CH:7]=[N:6][C:5]([Cl:10])=[CH:4][C:3]=2[CH2:2]1)(=[O:21])[CH3:20]

Participants

4

Reactant 3

HCID 21767401N-(5-chloro-2-vinyl-phenyl)-acetamideHCID 597175634-Bromomethyl-2-chloro-5-iodo-pyridineHCID 743934126-Acetyl-2-chloro-3-fluoro-5,6-dihydro-pyrido[3,2-c][1]benzazocine

Product 1

HCID 723667846-Acetyl-3,8-dichloro-5,6-dihydropyrido[4,3-c][1]benzazocine

Procedure

The title compound was prepared from 25D and 6C in two steps by a route analogous to that used for the preparation of 1D. HPLC Rt=2.809 min; LCMS Found: (M+H)+=319.

Sources & evidence

ORD record
ord-fcc6a47e87364f15908fdff5c55a9872
Source dataset
uspto-grants-2008_05
Patent number
US07378426B2

Reaction notes

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