Morpholine → HCID 67550430, compound

HRID 2307451Notes

Reaction equation

HRID 2307451 reaction equation
[C:1]1([CH:7]=[CH:8][C:9]([NH:11][C@H:12]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16](OS(C(F)(F)F)(=O)=O)[CH:15]=2)[CH3:13])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+].[NH:36]1[CH2:41][CH2:40][O:39][CH2:38][CH2:37]1>COCCOC.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[C:1]1([CH:7]=[CH:8][C:9]([NH:11][C@H:12]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N:36]3[CH2:41][CH2:40][O:39][CH2:38][CH2:37]3)[CH:15]=2)[CH3:13])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 3

HCID 8083MorpholineHCID 62657Potassium Phosphate, TribasicHCID 86589154HCID 86589154, compound

Product 1

HCID 67550430HCID 67550430, compound

Reagents, catalysts & solvents 2

HCID 9811564Bis(dibenzylideneacetone)palladiumCatalystHCID 80711,2-DimethoxyethaneSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of (S)-3-phenyl-N-[1-(3-trifluoromethanesulfonyloxy-phenyl)-ethyl]acrylamide (50 mg) in DME (0.5 mL) at room temperature was added Pd2(dba)3 (29 mg), potassium phosphate (37 mg), morpholine (0.02 mL), and the resulting suspension was heated at 80° C. for 15 hours. The solvent was removed in vacuo, and the residue was purified by preparative HPLC to afford the title compound as the trifluoacetic acid salt.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-7bc78ec4c08243efb94d1f83adc5c008
Source dataset
uspto-grants-2004_12
Patent number
US06831080B2

Reaction notes

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