Ammonia → HCID 59272941, compound

HRID 1666592Notes

Reaction equation

HRID 1666592 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:14]2[N:18]=[C:17]([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH:26]([CH3:28])[CH3:27])=[CH:21][CH:20]=3)[O:16][N:15]=2)[CH:5]=[C:6]([CH3:13])[C:7]=1[O:8][CH2:9][CH:10]1[CH2:12][O:11]1.[NH3:29]>CO>[NH2:29][CH2:12][CH:10]([OH:11])[CH2:9][O:8][C:7]1[C:6]([CH3:13])=[CH:5][C:4]([C:14]2[N:18]=[C:17]([C:19]3[CH:20]=[CH:21][C:22]([O:25][CH:26]([CH3:27])[CH3:28])=[CH:23][CH:24]=3)[O:16][N:15]=2)=[CH:3][C:2]=1[CH3:1]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86640706HCID 86640706, compound

Product 1

HCID 59272941HCID 59272941, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 3-(3,5-dimethyl-4-oxiranylmethoxy-phenyl)-5-(4-isopropoxy-phenyl)-[1,2,4]oxadiazole (250 mg, 0.657 mmol) in 7 N NH3 in methanol (10 mL) is stirred at 60° C. for 16 h. The solvent is evaporated and the remaining residue is dried under HV to give 1-amino-3-{4-[5-(4-isopropoxy-phenyl)-[1,2,4]oxadiazol-3-yl]-2,6-dimethyl-phenoxy}-propan-2-ol (278 mg) as a beige oil; LC-MS: tR=0.86 min, [M+1]+=398.44.

Workup

  1. customThe solvent is evaporated
  2. customthe remaining residue is dried under HV

Sources & evidence

ORD record
ord-efa352fda20d408fbfe2b657a409d0f9
Source dataset
uspto-grants-2011_10
Patent number
US08044076B2

Reaction notes

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