3,9-Dichloro-7-methoxyacridine → HCID 71471617, compound

HRID 1506758Notes

Reaction equation

HRID 1506758 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:13](=[CH:14][CH:15]=1)[C:12](Cl)=[C:11]1[C:6]([CH:7]=[CH:8][C:9]([O:17][CH3:18])=[CH:10]1)=[N:5]2.[CH3:19][N:20]1[CH2:25][CH2:24][N:23]([CH2:26][CH2:27][CH2:28][CH2:29][NH2:30])[CH2:22][CH2:21]1>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:13](=[CH:14][CH:15]=1)[C:12]([NH:30][CH2:29][CH2:28][CH2:27][CH2:26][N:23]1[CH2:22][CH2:21][N:20]([CH3:19])[CH2:25][CH2:24]1)=[C:11]1[C:6]([CH:7]=[CH:8][C:9]([O:17][CH3:18])=[CH:10]1)=[N:5]2

Participants

3

Reactant 2

HCID 665773,9-Dichloro-7-methoxyacridineHCID 64841924-(4-Methylpiperazin-1-yl)butan-1-amine

Product 1

HCID 71471617HCID 71471617, compound

Procedure

Following the general procedure of Example 1 and making non-critical variations, but using 6,9-dichloro-2-methoxyacridine and commercially available 4-(4-methylpiperazin-1-yl)butan-1-amine, the title compound was obtained, MS (Found M+1=413. 1H NMR (CD3OD, 300 Hz): 8.32-8.30 (d, 1H J=8.2 Hz), 8.30-7.85 (m, 1H), 7.58-7.57 (d, 1H), 7.47-7.44 (m, 1H), 7.34-7.32 (m, 1H), 4.00 (s, 3H), 3.92-3.89 (t, 2H, J=6 Hz), 2.54-2.51 (b, 4H), 2.41-2.29 (m, 6H), 2.25 (s, 3H), 1.85-1.77 (m, 2H), 1.60-1.53 (m, 2H).

Sources & evidence

ORD record
ord-7794fc780f714d09b2d793adc04bb60e
Source dataset
uspto-grants-2015_12
Patent number
US09221760B2

Reaction notes

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