Morpholine → HCID 69290840, compound

HRID 2116841Notes

Reaction equation

HRID 2116841 reaction equation
[C:1]([CH2:4][CH2:5][NH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13](=NO)[CH2:14][O:15][C:16]2[CH:27]=[CH:26][C:19]([C:20]([O:22]CC=C)=[O:21])=[C:18]([OH:28])[CH:17]=2)=[CH:9][C:8]=1[C:31]([CH3:34])([CH3:33])[CH3:32])(=[O:3])[CH3:2].N1CC[O:38]CC1>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:1]([CH2:4][CH2:5][NH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13](=[O:38])[CH2:14][O:15][C:16]2[CH:27]=[CH:26][C:19]([C:20]([OH:22])=[O:21])=[C:18]([OH:28])[CH:17]=2)=[CH:9][C:8]=1[C:31]([CH3:34])([CH3:33])[CH3:32])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 86609839HCID 86609839, compound

Product 1

HCID 69290840HCID 69290840, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 178418397HCID 178418397, compoundCatalyst

Procedure

In a manner similar to that of Example 5.h, by reaction of 380 mg (0.8 mmol) of allyl 4-{2-[4-(acetylethylamino)-3-tert-butylphenyl]-2-hydroxyiminoethoxy}-2-hydroxybenzoate with 48 mg (0.04 mmol) of tetrakis(triphenylphosphine)palladium and 73 μl (0.8 mmol) of morpholine. A white powder is obtained (m.p.=199° C., m=200 mg, yield=59%); (1H NMR (DMSO): 1.05-1.08 (t, 3H); 1.29 (s, 9H); 1.64 (s, 3H); 2.7-2.8 (m, 1H); 4.1-4.2 (m, 1H); 5.34 (s, 2H); 6.44-6.47 (dd, J=6.8 Hz, J′=2.2 Hz, 1H); 6.53 (d, J=2 Hz, 1H); 7.07-7.09 (d, J=8.2 Hz, 1H); 7.51-7.53 (dd, J=6 Hz, J′=1.86Hz, 1H); 7.65-7.67 (d, J=8.8 Hz, 1H); 7.86 (d, J=1.78Hz, 1H); 12.2 (s, 1H)).

Workup

  1. customA white powder is obtained (m.p.=199° C., m=200 mg, yield=59%)

Sources & evidence

ORD record
ord-4e92dd00fa1f4ec3a61b2e5f65629278
Source dataset
uspto-grants-2008_10
Patent number
US07439396B2

Reaction notes

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