Dimethylformamide → HCID 67395701, compound

HRID 470622Notes

Reaction equation

HRID 470622 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]=[CH:12][C:13]2[O:17][N:16]=[C:15]([CH2:18][CH:19]3[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]3)[N:14]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[C:25](=O)([O-])[O-].[K+].[K+].[CH3:31][N:32]([CH:34]=O)[CH3:33]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]=[CH:12][C:13]2[O:17][N:16]=[C:15]([CH2:18][CH:19]3[CH2:24][CH2:23][N:22]([CH2:25][CH2:34][N:32]([CH3:33])[CH3:31])[CH2:21][CH2:20]3)[N:14]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 67396190HCID 67396190, compound2×

Product 1

HCID 67395701HCID 67395701, compound

Procedure

N,N-Dimethylethyl chloride (0.21 g, 1.45 mmol) was added slowly into a solution of 4-{5-[2-(3,4-dimethoxy-phenyl)-vinyl]-[1,2,4]oxadiazol-3-ylmethyl}-piperidine (compound of Example 19; 0.4 g, 1.21 mmol) and anhydrous potassium carbonate (0.37 g, 1.82 mmol) in dry DMF (10 mL). The mixture was heated at 55° C. to 60° C. for 4 h. The reaction mixture was cooled to room temperature and ice water (5 mL) was added into it. The solid obtained was filtered and dried to afford the title compound.

Workup

  1. temperatureThe mixture was heated at 55° C. to 60° C. for 4 h
  2. customThe solid obtained
  3. filtrationwas filtered
  4. customdried

Sources & evidence

ORD record
ord-ca830589cf884755976c7b9500f4c533
Source dataset
uspto-grants-2014_01
Patent number
US08629277B2

Reaction notes

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