Morpholine → HCID 59485778, compound

HRID 1972283Notes

Reaction equation

HRID 1972283 reaction equation
CS(O[CH2:6][CH2:7][N:8]1[CH2:12][C@H:11]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=2)[N:10]([C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=2)[C:9]1=[O:30])(=O)=O.[NH:31]1[CH2:36][CH2:35][O:34][CH2:33][CH2:32]1>ClCCl>[Cl:29][C:26]1[CH:27]=[CH:28][C:23]([N:10]2[C@@H:11]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:20])([F:22])[F:21])[CH:14]=3)[CH2:12][N:8]([CH2:7][CH2:6][N:31]3[CH2:36][CH2:35][O:34][CH2:33][CH2:32]3)[C:9]2=[O:30])=[CH:24][CH:25]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 59486025HCID 59486025, compound

Product 1

HCID 59485778HCID 59485778, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (S)-2-(3-(4-chlorophenyl)-2-oxo-4-(3-(trifluoromethyl)phenyl)imidazolidin-1-yl)ethyl methanesulfonate (30 mg, 0.065 mmol) in anhydrous dichloromethane (3 mL) is added morpholine (16.9 mg, 0.194 mmol). After 3 h at room temperature, the residue is purified by preparatory LC/MS to provide the title compound; 1H NMR (CD3OD, 400 MHz) δ 7.71 (s, 1H), 7.62-7.53 (m, 3H), 7.43 (d, J=9.2 Hz, 2H), 7.25 (d, J=9.2 Hz, 2H), 5.58 (dd, J=9.2, 6.2 Hz, 1H), 4.04 (t, J=9.2 Hz, 1H), 3.95-4.59 (m, 6H), 3.49-3.26 (m, 4H), 3.24 (dd, J=9.0, 6.2 Hz, 1H), 3.19-3.01 (m, 2H); HPLC-MS calculated for C22H24ClF3N3O2 (M+H+) 454.1, found 454.0.

Workup

  1. customthe residue is purified by preparatory LC/MS

Sources & evidence

ORD record
ord-1fcbd9de6bdb47b181531baf96fa2d54
Source dataset
uspto-grants-2013_04
Patent number
US08431607B2

Reaction notes

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