Piperidine → HCID 10364778, compound

HRID 2376866Notes

Reaction equation

HRID 2376866 reaction equation
N1CCCCC1.C1(NC(N2C3C(=CC(OC4C=CN=C(N(C(OC5C=CC=CC=5)=O)C(=O)OC5C=CC=CC=5)C=4)=CC=3)C=C2)=O)CC1.[CH:48]1([NH:51][C:52]([N:54]2[C:62]3[C:57](=[CH:58][C:59]([O:63][C:64]4[CH:69]=[CH:68][N:67]=[C:66]([NH:70][C:71]([N:73]5[CH2:78][CH2:77][CH:76](N6CCCC6)[CH2:75][CH2:74]5)=[O:72])[CH:65]=4)=[CH:60][CH:61]=3)[CH:56]=[CH:55]2)=[O:53])[CH2:50][CH2:49]1>CN(C)C=O>[CH:48]1([NH:51][C:52]([N:54]2[C:62]3[C:57](=[CH:58][C:59]([O:63][C:64]4[CH:69]=[CH:68][N:67]=[C:66]([NH:70][C:71]([N:73]5[CH2:78][CH2:77][CH2:76][CH2:75][CH2:74]5)=[O:72])[CH:65]=4)=[CH:60][CH:61]=3)[CH:56]=[CH:55]2)=[O:53])[CH2:50][CH2:49]1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 10435600HCID 10435600, compoundHCID 21949133HCID 21949133, compound

Product 1

HCID 10364778HCID 10364778, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

N,N-Dimethylformamide (5 ml) and piperidine (0.42 ml, 4.2 mmol) were added to a mixture (467 mg) of phenyl N-(4-(1-cyclopropylaminocarbonyl-1H-5-indolyl)oxy-2-pyridyl)-N-(phenoxycarbonyl)carbamate and phenyl N-(4-(1-cyclopropylaminocarbonyl-1H-5-indolyl)oxy-2-pyridyl)carbamate obtained in Example 68; and the reaction mixture was stirred overnight; the reaction mixture was partitioned between ethyl acetate and water; the organic layer was concentrated; the obtained solid was washed with a solvent mixture of hexane: diethyl ether 1:1 to yield the title compound as crystals (241 mg, 0.57 mmol).

Workup

  1. customthe reaction mixture was partitioned between ethyl acetate and water
  2. concentrationthe organic layer was concentrated
  3. washthe obtained solid was washed with a solvent mixture of hexane: diethyl ether 1:1

Sources & evidence

ORD record
ord-90e8af4935d24811938803d341206c01
Source dataset
uspto-grants-2008_12
Patent number
US07468380B2

Reaction notes

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