2,4-Dichloro-6-methylquinoline → (E)-2-(4-chloro-6-methylquinolin-2-yl)-N-methoxy-3,4-dihydro-1H-2-benzazepin-5-imine

HRID 540296Notes

Reaction equation

HRID 540296 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH3:12])[CH:10]=2)[N:5]=[C:4](C2CCC(F)(F)C3C=CC=CC=3N2)[CH:3]=1.ClC1C=C(Cl)C2C(=CC=C(C)C=2)N=1.[CH3:39][O:40][N:41]=[C:42]1[C:48]2[CH:49]=[CH:50][CH:51]=[CH:52][C:47]=2[CH2:46][NH:45][CH2:44][CH2:43]1.NC1(CNC2C3C(=CC=C(C)C=3)N=C(N3CC/C(=N\OC)/C4C=CC=CC=4C3)C=2)COC1>>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH3:12])[CH:10]=2)[N:5]=[C:4]([N:45]2[CH2:44][CH2:43]/[C:42](=[N:41]\[O:40][CH3:39])/[C:48]3[CH:49]=[CH:50][CH:51]=[CH:52][C:47]=3[CH2:46]2)[CH:3]=1

Participants

5

Reactant 4

HCID 27546682,4-Dichloro-6-methylquinolineHCID 712550942-(4-chloro-6-methylquinolin-2-yl)-5,5-difluoro-2,3,4,5-tetrahydro-1H-benzazepineHCID 86691438N-methoxy-1,2,3,4-tetrahydro-5H-2-benzazepin-5-imineHCID 89406081N-[(3-aminooxetan-3-yl)methyl]-2-[(5E)-5-methoxyimino-3,4-dihydro-1H-2-benzazepin-2-yl]-6-methylquinolin-4-amine

Product 1

HCID 89406036(E)-2-(4-chloro-6-methylquinolin-2-yl)-N-methoxy-3,4-dihydro-1H-2-benzazepin-5-imine

Procedure

The title compound was prepared in analogy to 2-(4-chloro-6-methylquinolin-2-yl)-5,5-difluoro-2,3,4,5-tetrahydro-1H-benzazepine in Example 110-1 in Scheme 56 by using 2,4-dichoro-6-methylquinoline and N-methoxy-1,2,3,4-tetrahydro-5H-2-benzazepin-5-imine. N-[(3-Aminooxetan-3-yl)methyl]-2-[(5E)-5-(methoxyimino)-1,3,4,5-tetrahydro-2H-2-benzazepin-2-yl]-6-methylquinolin-4-amine

Sources & evidence

ORD record
ord-11fbfbfcdc024069ace7c9145850fe27
Source dataset
uspto-grants-2014_10
Patent number
US08871756B2

Reaction notes

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