Morpholine → HCID 117988545, compound

HRID 63789Notes

Reaction equation

HRID 63789 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:15]=[C:14](Cl)[C:13]3=[CH:17][C:18]([C:20]([O:22][CH3:23])=[O:21])=[CH:19][N:12]3[N:11]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH:24]1[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1>O1CCCC1>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:15]=[C:14]([N:24]3[CH2:29][CH2:28][O:27][CH2:26][CH2:25]3)[C:13]3=[CH:17][C:18]([C:20]([O:22][CH3:23])=[O:21])=[CH:19][N:12]3[N:11]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 117988130HCID 117988130, compound

Product 1

HCID 117988545HCID 117988545, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Compound 8 (4.6 g, 13.8 mmol) was suspended in 150 mL of tetrahydrofuran, 3.6 mL of morpholine was added dropwise and reacted for 5 hours at room temperature. 3.9 g of solid was obtained by filteration, and the filtrate was separated through a column chromatography with dichloromethane to give 1.1 g of yellow compound 9a (94.3%). m.p. 296-300° C. 1H NMR (300 MHz, CDCl3): δ 8.45 (d, J=8.7 Hz, 2H), 8.29 (d, J=8.7 Hz, 2H), 8.14 (d, J=1.3 Hz, 1H), 7.23 (d, J=1.3 Hz, 1H), 4.17 (t, J=4.8 Hz, 4H), 3.91 (t, J=4.8 Hz, 7H). LC-MS: 384 (M+1).

Workup

  1. customreacted for 5 hours at room temperature

Sources & evidence

ORD record
ord-0f1d7c7ca99945e69b0bd96973b84e6e
Source dataset
uspto-grants-2016_09
Patent number
US09447101B2

Reaction notes

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