2,4-Dichloroquinoline → HCID 71255109, compound

HRID 540310Notes

Reaction equation

HRID 540310 reaction equation
[CH2:1]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[CH2:5][CH2:4][CH2:3][NH:2]1.Cl[C:13]1[CH:22]=[C:21]([Cl:23])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:14]=1.ClC1C=C(Cl)C2C(=CC=C(Cl)C=2)N=1>>[Cl:23][C:21]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:14]=[C:13]([N:2]2[CH2:3][CH2:4][CH2:5][C:6]3[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=3[CH2:1]2)[CH:22]=1

Participants

4

Reactant 3

HCID 6075032,4-DichloroquinolineHCID 104644722,3,4,5-Tetrahydro-1H-benzo[c]azepineHCID 187966912,4,6-Trichloroquinoline

Product 1

HCID 71255109HCID 71255109, compound

Procedure

The title compound was prepared in Scheme 1 by using 2,3,4,5-tetrahydro-1H-2-benzazepine (commercial available) and 2,4-dichloroquinoline (commercial available) instead of 7-bromo-2,3,4,5-tetrahydro-1H-2-benzazepine and 2,4,6-trichloroquinoline respectively. MS obsd. (ESI+) [(M+H)+] 309. 1H NMR (400 MHz, CDCl3) δ ppm 7.92-7.88 (dd, J=1.2, 8.0 Hz, 1 H), 7.65 (d, J=8 Hz, 1 H), 7.53-7.45 (m, 2 H), 7.24-7.10 (m, 5 H), 4.81 (s, 2 H), 4.09 (brs, 2 H), 3.02-2.97 (m, 2 H), 1.94-1.88 (m, 2 H).

Sources & evidence

ORD record
ord-e124c4e77b0047aeb304e2dedc3fc9e3
Source dataset
uspto-grants-2014_10
Patent number
US08871756B2

Reaction notes

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