Potassium Carbonate → tert-Butyl [2,6-dimethyl-4-(5-methylsulfanyl-7-propoxyoxazolo[5,4-d]pyrimidin-2-yl)-phenoxy]acetate

HRID 403464Notes

Reaction equation

HRID 403464 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[O:9][C:10]3[N:11]=[C:12]([S:21][CH3:22])[N:13]=[C:14]([O:17][CH2:18][CH2:19][CH3:20])[C:15]=3[N:16]=2)[CH:5]=[C:4]([CH3:23])[C:3]=1[OH:24].C(=O)([O-])[O-].[K+].[K+].Br[CH2:32][C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34]>CN(C)C=O>[C:36]([O:35][C:33](=[O:34])[CH2:32][O:24][C:3]1[C:2]([CH3:1])=[CH:7][C:6]([C:8]2[O:9][C:10]3[N:11]=[C:12]([S:21][CH3:22])[N:13]=[C:14]([O:17][CH2:18][CH2:19][CH3:20])[C:15]=3[N:16]=2)=[CH:5][C:4]=1[CH3:23])([CH3:39])([CH3:38])[CH3:37]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 79177tert-Butyl bromoacetateHCID 136389866HCID 136389866, compound

Product 1

HCID 86688232tert-Butyl [2,6-dimethyl-4-(5-methylsulfanyl-7-propoxyoxazolo[5,4-d]pyrimidin-2-yl)-phenoxy]acetate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 2.00 g of 2,6-dimethyl-4-(5-methylsulfanyl-7-propoxy-oxazolo[5,4-d]pyrimidin-2-yl)-phenol in 20 ml of N,N-dimethylformamide was added 3.20 g of potassium carbonate, followed by 0.93 ml of tert-butyl bromoacetate. The mixture was reacted for 1 h at 60° C., then allowed to cool and poured onto water. The resulting precipitate was collected by filtration with suction and dried in vacuo. 2.45 g of the title compound were obtained.

Workup

  1. customThe mixture was reacted for 1 h at 60° C.
  2. temperatureto cool
  3. additionpoured onto water
  4. filtrationThe resulting precipitate was collected by filtration with suction
  5. customdried in vacuo

Sources & evidence

ORD record
ord-e07604bbafa143479c58699c0b130c21
Source dataset
uspto-grants-2014_06
Patent number
US08748436B2

Reaction notes

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