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

HRID 2224308Notes

Reaction equation

HRID 2224308 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:12]=[CH2:13])=[C:6]([NH:8][C:9](=[O:11])[CH3:10])[CH:7]=1.Br[CH2:15][C:16]1[C:17](Cl)=[N:18][C:19]([Cl:23])=[C:20]([F:22])[CH:21]=1.C(N1C2C=CC=CC=2C=CC2N=C(Cl)C(F)=CC=2C1)(=O)C>>[C:9]([N:8]1[C:6]2[CH:7]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=2[CH:12]=[CH:13][C:17]2[N:18]=[C:19]([Cl:23])[C:20]([F:22])=[CH:21][C:16]=2[CH2:15]1)(=[O:11])[CH3:10]

Participants

4

Reactant 3

HCID 21767401N-(5-chloro-2-vinyl-phenyl)-acetamideHCID 597175733-(Bromomethyl)-2,6-dichloro-5-fluoropyridineHCID 743934126-Acetyl-2-chloro-3-fluoro-5,6-dihydro-pyrido[3,2-c][1]benzazocine

Product 1

HCID 854247906-Acetyl-2,8-dichloro-3-fluoro-5,6-dihydropyrido[3,2-c][1]benzazocine

Procedure

Compound 6D was prepared from 6C and 1B in two steps by a route analogous to that used for the preparation of 1D. HPLC Rt=3.032 min; LCMS Found: (M+H)+=337.

Sources & evidence

ORD record
ord-33c5f1fa66a243acb23b9629c65e8255
Source dataset
uspto-grants-2008_05
Patent number
US07378426B2

Reaction notes

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