3-(Bromomethyl)-2,6-dichloro-5-fluoropyridine → 6-Acetyl-2,9-dichloro-3-fluoro-5,6-dihydropyrido[3,2-c][1]benzazocine

HRID 2224311Notes

Reaction equation

HRID 2224311 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:11])[CH3:10])=[C:4]([CH:12]=[CH2:13])[CH:3]=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:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][C:4]=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 597175733-(Bromomethyl)-2,6-dichloro-5-fluoropyridineHCID 59717611N-(4-chloro-2-vinyl-phenyl)-acetamideHCID 743934126-Acetyl-2-chloro-3-fluoro-5,6-dihydro-pyrido[3,2-c][1]benzazocine

Product 1

HCID 723667786-Acetyl-2,9-dichloro-3-fluoro-5,6-dihydropyrido[3,2-c][1]benzazocine

Procedure

Compound 9C was prepared from 9B and 1B by a route analogous to that used for the preparation of 1D. HPLC Rt=3.146 min; LCMS Found: (M+H)+=337.

Sources & evidence

ORD record
ord-e89944e73a564de2a45d6921b4e25929
Source dataset
uspto-grants-2008_05
Patent number
US07378426B2

Reaction notes

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