Ethyl bromoacetate → HCID 91456607, compound

HRID 561240Notes

Reaction equation

HRID 561240 reaction equation
[Br:1][C:2]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:3]=1[O:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[O:12][CH:13]=[C:14]([C:16]3[N:17]=[N:18][NH:19][N:20]=3)[N:15]=2)[CH2:7][CH2:6]1.Br[CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29]>>[Br:1][C:2]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:3]=1[O:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[O:12][CH:13]=[C:14]([C:16]3[N:17]=[N:18][N:19]([CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29])[N:20]=3)[N:15]=2)[CH2:7][CH2:6]1

Participants

3

Reactant 2

HCID 7748Ethyl bromoacetateHCID 66696838HCID 66696838, compound

Product 1

HCID 91456607HCID 91456607, compound

Procedure

The title compound was prepared in a similar manner as described for Example 6, step 7, from 4-(2-bromo-5-fluorophenoxy)-1-[4-(2H-tetrazol-5-yl)-1,3-oxazol-2-yl]piperidine and ethy bromoacetate. The mixture of regioisomers was purified by Combiflash chromatography (SiO2-12 g, gradient elution of 15-50% EtOAc/hexanes over 25 min) to afford the title product as the more polar isomer.

Workup

  1. customThe title compound was prepared in a similar manner
  2. additionThe mixture of regioisomers
  3. customwas purified by Combiflash chromatography (SiO2-12 g, gradient elution of 15-50% EtOAc/hexanes over 25 min)

Sources & evidence

ORD record
ord-817cbe6f81294800b429dc07b81c3a7c
Source dataset
uspto-grants-2011_11
Patent number
US08063224B2

Reaction notes

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