1-(2-Bromoethyl)-2-chlorobenzene → HCID 53373727, compound

HRID 909268Notes

Reaction equation

HRID 909268 reaction equation
[Br:1][C:2]1[C:3]([S:11][C:12]2[NH:13][C:14]3[CH:19]=[CH:18][N:17]=[C:16]([NH2:20])[C:15]=3[N:21]=2)=[CH:4][C:5]2[O:9][CH2:8][O:7][C:6]=2[CH:10]=1.Br[CH2:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[Cl:31]>>[Br:1][C:2]1[C:3]([S:11][C:12]2[N:13]([CH2:23][CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[Cl:31])[C:14]3[CH:19]=[CH:18][N:17]=[C:16]([NH2:20])[C:15]=3[N:21]=2)=[CH:4][C:5]2[O:9][CH2:8][O:7][C:6]=2[CH:10]=1

Participants

3

Reactant 2

HCID 27569631-(2-Bromoethyl)-2-chlorobenzeneHCID 67145169HCID 67145169, compound

Product 1

HCID 53373727HCID 53373727, compound

Procedure

The title compound was prepared by a similar procedure described for step 7 of example 1 using 2-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-1H-imidazo[4,5-c]pyridin-4-amine and 1-(2-bromoethyl)-2-chloro-benzene. 1H NMR (DMSO-d6) δ; 7.69 (d, J=6.0 Hz, 1H), 7.36 (dd, J=8.0, 1.6 Hz, 1H), 7.32 (s, 1H), 7.23 (td, J=8.0, 1.6 Hz, 1H), 7.06 (td, J=7.2, 1.6 Hz, 1H), 6.72 (d, J=6.0 Hz, 1H), 6.52 (s, 1H), 6.38 (s, 2H), 6.06 (s, 2H), 4.45 (t, J=6.8 Hz, 2H), 3.09 (t, J=6.8 Hz, 2H); LC-MS [M+H]+ 502.99.

Sources & evidence

ORD record
ord-fc3118201145440b86137f5fb91869de
Source dataset
uspto-grants-2011_09
Patent number
US08017780B1

Reaction notes

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