2-Bromopropane → HCID 67397310, compound

HRID 470620Notes

Reaction equation

HRID 470620 reaction equation
[CH:1](Br)([CH3:3])[CH3:2].[CH3:5][O:6][C:7]1[CH:8]=[C:9]([CH:15]=[CH:16][C:17]2[O:21][N:20]=[C:19]([CH2:22][CH:23]3[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]3)[N:18]=2)[CH:10]=[CH:11][C:12]=1[O:13][CH3:14].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:5][O:6][C:7]1[CH:8]=[C:9]([CH:15]=[CH:16][C:17]2[O:21][N:20]=[C:19]([CH2:22][CH:23]3[CH2:28][CH2:27][N:26]([CH:1]([CH3:3])[CH3:2])[CH2:25][CH2:24]3)[N:18]=2)[CH:10]=[CH:11][C:12]=1[O:13][CH3:14]

Participants

5

Reactant 3

HCID 63582-BromopropaneHCID 11430Potassium CarbonateHCID 67396190HCID 67396190, compound2×

Product 1

HCID 67397310HCID 67397310, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Isopropyl bromide (0.13 mL, 1.45 mmol) was added slowly into a mixture 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 (0.25 g, 1.82 mmol) in dry DMF (10 mL). The reaction 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.

Workup

  1. temperatureThe reaction 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-5107cc8db387440e9e23e720a4503bf7
Source dataset
uspto-grants-2014_01
Patent number
US08629277B2

Reaction notes

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