Ammonia → HCID 58382527, compound

HRID 1027495Notes

Reaction equation

HRID 1027495 reaction equation
[NH3:1].[Cl:2][C:3]1[CH:35]=[CH:34][C:6]([CH2:7][C:8]2[N:9]=[C:10]([O:30][CH2:31][CH2:32][CH3:33])[C:11]3[N:16]=[C:15]([C:17]4[CH:22]=[C:21]([CH3:23])[C:20]([O:24][CH2:25][CH:26]5[CH2:28][O:27]5)=[C:19]([CH3:29])[CH:18]=4)[O:14][C:12]=3[N:13]=2)=[CH:5][CH:4]=1>CO>[NH2:1][CH2:28][CH:26]([OH:27])[CH2:25][O:24][C:20]1[C:19]([CH3:29])=[CH:18][C:17]([C:15]2[O:14][C:12]3[N:13]=[C:8]([CH2:7][C:6]4[CH:34]=[CH:35][C:3]([Cl:2])=[CH:4][CH:5]=4)[N:9]=[C:10]([O:30][CH2:31][CH2:32][CH3:33])[C:11]=3[N:16]=2)=[CH:22][C:21]=1[CH3:23]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86656416HCID 86656416, compound

Product 1

HCID 58382527HCID 58382527, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

5 ml of a 7 N solution of ammonia in methanol were added to 100 mg of crude 5-(4-chloro-benzyl)-2-(3,5-dimethyl-4-oxiranylmethoxy-phenyl)-7-propoxy-oxazolo[5,4-d]pyrimidine. The mixture was heated to 60° C. for 6 h. Then the solvent was removed in vacuo and the residue was purified by silica gel chromatography (method SC1) to give 44 mg of the title compound.

Workup

  1. customThen the solvent was removed in vacuo
  2. customthe residue was purified by silica gel chromatography (method SC1)

Sources & evidence

ORD record
ord-24ff75d374c24011a5777716e2f443cd
Source dataset
uspto-grants-2014_05
Patent number
US08735387B2

Reaction notes

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