Morpholine → HCID 59553249, compound

HRID 1171268Notes

Reaction equation

Br[C:2]1[CH:3]=[CH:4][C:5]([CH3:30])=[C:6]([CH:29]=1)[C:7]([NH:9][C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]([O:20][CH2:21][CH2:22][N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)=[CH:12][CH:11]=1)=[O:8].[NH:31]1[CH2:36][CH2:35][O:34][CH2:33][CH2:32]1>>[CH3:30][C:5]1[CH:4]=[CH:3][C:2]([N:31]2[CH2:36][CH2:35][O:34][CH2:33][CH2:32]2)=[CH:29][C:6]=1[C:7]([NH:9][C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]([O:20][CH2:21][CH2:22][N:23]2[CH2:24][CH2:25][O:26][CH2:27][CH2:28]2)=[CH:12][CH:11]=1)=[O:8]

Participants

Reactant 2

HCID 8083Morpholine

HCID 66737890HCID 66737890, compound

Product 1

HCID 59553249HCID 59553249, compound

Procedure

Compound is formed by reacting 5-bromo-2-methyl-N-[4-(2-morpholin-4-yl-ethoxy)-naphthalen-1-yl]-benzamide with morpholine under conditions described in general procedure B. 1H NMR (300 MHz, CDCl3) δ 8.33 (d, 1H, J=6.9), 7.85 (t, 2H, J=7.8), 7.61 (s, 1H), 7.54 (m, 2H), 7.34 (m, 2H), 7.19 (d, 1H, J=7.5), 6.88 (d, 1H, J=8.4), 4.33 (t, 2H, J=5.7), 3.88 (t, 4H, J=3.9), 3.75 (t, 4H, J=4.5), 2.95 (m, 6H), 2.66 (t, 4H, J=4.5), 2.63 (s, 3H). MS: 476.2 (M+1).

Workup

customCompound is formed

Sources & evidence

ORD record: ord-c91f35f358f34c81a419937920a4fc04
Source dataset: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07829560B2

Reaction notes

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