(1R)-8,9-Dichloro-1,3-dimethyl-2,3,4,5-tetrahydro-1H-3-benzazepine → HCID 59264536, compound

HRID 645394Notes

Reaction equation

HRID 645394 reaction equation
[Br:1][C:2]1[C:7]2[C@H:8]([CH3:13])[CH2:9][NH:10][CH2:11][CH2:12][C:6]=2[CH:5]=[CH:4][C:3]=1[Cl:14].[CH3:15]N1C[C@H](C)C2C(Cl)=C(Cl)C=CC=2CC1>>[CH3:15][N:10]1[CH2:9][C@@H:8]([CH3:13])[C:7]2[C:2]([Br:1])=[C:3]([Cl:14])[CH:4]=[CH:5][C:6]=2[CH2:12][CH2:11]1

Participants

3

Reactant 2

HCID 59264538(1R)-8,9-Dichloro-1,3-dimethyl-2,3,4,5-tetrahydro-1H-3-benzazepineHCID 59264540HCID 59264540, compound

Product 1

HCID 59264536HCID 59264536, compound

Procedure

Compound 11 was prepared from (S)-9-bromo-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine utilizing a similar procedure as described herein for the preparation of Compound 9. 1H NMR (400 MHz, CDCl3) δ 7.18 (d, J=8 Hz, 1H), 6.92 (d, J=8 Hz, 1H), 3.94-3.88 (m, 1H), 3.29 (ddd, J=15, 12, 2 Hz, 1H), 2.98-2.93 (m, 1H), 2.90 (ddd, J=15, 6, 1 Hz; 1H), 2.36-2.32 (m, 4H) 2.13 (t, J=11 Hz, 1H), 1.33 (d, J=7 Hz, 3H). MS calculated for C12H15Cl2N+H: 288, observed: 288.

Sources & evidence

ORD record
ord-c9e693daae9f4b93b19a6488ebed315f
Source dataset
uspto-grants-2010_04
Patent number
US07704993B2

Reaction notes

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