Isobutylene oxide → HCID 58393163, compound

HRID 469091Notes

Reaction equation

HRID 469091 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([S:10]([N:13]([CH3:35])[CH2:14][C:15]2[O:16][C:17]([C:20]([N:22]3[CH2:27][CH2:26][N:25]([CH2:28][CH:29]4[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]4)[CH2:24][CH2:23]3)=[O:21])=[N:18][N:19]=2)(=[O:12])=[O:11])=[C:5]([CH3:36])[CH:4]=1.[CH3:37][C:38]1([CH3:41])[CH2:40][O:39]1>CN(C=O)C>[OH:39][C:38]([CH3:41])([CH3:40])[CH2:37][N:32]1[CH2:33][CH2:34][CH:29]([CH2:28][N:25]2[CH2:26][CH2:27][N:22]([C:20]([C:17]3[O:16][C:15]([CH2:14][N:13]([CH3:35])[S:10]([C:6]4[C:7]([CH3:9])=[CH:8][C:3]([O:2][CH3:1])=[CH:4][C:5]=4[CH3:36])(=[O:11])=[O:12])=[N:19][N:18]=3)=[O:21])[CH2:23][CH2:24]2)[CH2:30][CH2:31]1

Participants

4

Reactant 2

HCID 11208Isobutylene oxideHCID 58393335HCID 58393335, compound

Product 1

HCID 58393163HCID 58393163, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

4-methoxy-N,2,6-trimethyl-N-[(5-{[4-(piperidin-4-ylmethyl)piperazin-1-yl]carbonyl}-1,3,4-oxadiazol-2-yl)methyl]benzenesulfonamide (34 mg, 0.066 mmol) and 2,2-dimethyloxirane (1 mL, 13.8 mmol) were dissolved in DMF (1 mL) and the reaction heated to 70° C. in a sealed tube for 6 h. The reaction was cooled and concentrated in vacuo and the crude product purified using prep method B to afford the title compound.

Workup

  1. temperatureThe reaction was cooled
  2. concentrationconcentrated in vacuo
  3. customthe crude product purified

Sources & evidence

ORD record
ord-f00423d7ff54400f8d33cbd1db57e333
Source dataset
uspto-grants-2014_01
Patent number
US08623859B2

Reaction notes

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