Morpholine → HCID 53346255, compound

HRID 1095796Notes

Reaction equation

HRID 1095796 reaction equation
Br[CH2:2][CH2:3][CH2:4][O:5][C:6]1[C:7]([O:26][CH3:27])=[CH:8][CH:9]=[C:10]2[C:15]=1[NH:14][C:13](=[O:16])[CH:12]=[C:11]2[NH:17][C:18]1[C:23]([Cl:24])=[CH:22][N:21]=[CH:20][C:19]=1[Cl:25].[NH:28]1[CH2:33][CH2:32][O:31][CH2:30][CH2:29]1>>[Cl:25][C:19]1[CH:20]=[N:21][CH:22]=[C:23]([Cl:24])[C:18]=1[NH:17][C:11]1[C:10]2[C:15](=[C:6]([O:5][CH2:4][CH2:3][CH2:2][N:28]3[CH2:33][CH2:32][O:31][CH2:30][CH2:29]3)[C:7]([O:26][CH3:27])=[CH:8][CH:9]=2)[NH:14][C:13](=[O:16])[CH:12]=1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 66780790HCID 66780790, compound

Product 1

HCID 53346255HCID 53346255, compound

Procedure

The title compound was prepared from 8-(3-bromopropoxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxyquinolin-2(1H)-one and morpholine following the procedure outlined in Example 18, Step 2. 1H NMR (400 MHz, DMSO-d6, HCl salt): δ 10.58 (br, 1H), 10.44 (s, 1H), 8.94 (s, 1H), 8.77 (s, 2H), 7.93 (d, 1H), 7.09 (d, 1H), 4.82 (s, 1H), 4.02 (t, 2H), 3.98 (m, 2H), 3.93 (s, 3H), 3.76 (t, 2H), 3.46 (d, 2H), 3.33 (m, 2H), 3.10 (m, 2H), 2.22 (m, 2H); MS (ESI): 479.3.

Sources & evidence

ORD record
ord-ef4f3054307f419082bcbcccca161314
Source dataset
uspto-grants-2012_03
Patent number
US08138205B2

Reaction notes

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