Dichloromethane → HCID 11493962, compound

HRID 1437746Notes

Reaction equation

HRID 1437746 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[C:12]([NH:14][C:15]3[CH:20]=[CH:19][C:18](C(=O)C)=[CH:17][CH:16]=3)[CH:11]=C(C3C=CC=CC=3)[N:9]=2)[CH2:4][CH2:3]1.[OH:30][CH:31]1CCNC[CH2:32]1.C(=O)([O-])[O-].[K+].[K+].[CH2:43]([Cl:45])Cl>CN(C=O)C>[Cl:45][C:43]1[N:9]=[C:8]([N:5]2[CH2:4][CH2:3][CH:2]([OH:1])[CH2:7][CH2:6]2)[CH:13]=[C:12]([NH:14][C:15]2[CH:16]=[C:17]([C:31](=[O:30])[CH3:32])[CH:18]=[CH:19][CH:20]=2)[CH:11]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 11430Potassium CarbonateHCID 79341Piperidin-4-olHCID 11560120HCID 11560120, compound

Product 1

HCID 11493962HCID 11493962, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

Samples of 1-[4-(4-hydroxy-6′-phenyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4′-ylamino)-phenyl]-ethanone (0.99 g, 3.5 mmol) and 4-hydroxypiperidine (0.7079 g, 7 mmol) were dissolved in DMF (10 mL) followed by the addition of potassium carbonate (0.5835 g, 4.2 mmol). The reaction mixture was stirred and refluxed for 12-18 hours at 100° C. under N2. The reaction mixture was diluted with CH2Cl2. The filtrate was washed two times with water and one time with brine. The organic phase was collected and dried over potassium carbonate. The filtered sample was concentrated, and the resulting solid was dried for 12-18 hours under vacuum.

Workup

  1. washThe filtrate was washed two times with water and one time with brine
  2. customThe organic phase was collected
  3. dry with materialdried over potassium carbonate
  4. concentrationThe filtered sample was concentrated
  5. customthe resulting solid was dried for 12-18 hours under vacuum

Sources & evidence

ORD record
ord-d5a5f38333a049309fca2955f747da47
Source dataset
uspto-grants-2009_11
Patent number
US07622486B2

Reaction notes

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