Water → 1-(2-{2-[(Ethoxycarbonyl)methoxy]-phenyl}-2-oxo-ethyl)-3-methyl-7-(3-methyl-2-buten-1-yl)-8-[3-(tert.-butyloxycarbonylamino)-piperidin-1-yl]-xanthine

HRID 1642310

Reaction equation

HRID 1642310 reaction equation
Br[CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].[OH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15](=[O:48])[CH2:16][N:17]1[C:26](=[O:27])[C:25]2[N:24]([CH2:28][CH:29]=[C:30]([CH3:32])[CH3:31])[C:23]([N:33]3[CH2:38][CH2:37][CH2:36][CH:35]([NH:39][C:40]([O:42][C:43]([CH3:46])([CH3:45])[CH3:44])=[O:41])[CH2:34]3)=[N:22][C:21]=2[N:20]([CH3:47])[C:18]1=[O:19].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH2:6]([O:5][C:3]([CH2:2][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15](=[O:48])[CH2:16][N:17]1[C:26](=[O:27])[C:25]2[N:24]([CH2:28][CH:29]=[C:30]([CH3:32])[CH3:31])[C:23]([N:33]3[CH2:38][CH2:37][CH2:36][CH:35]([NH:39][C:40]([O:42][C:43]([CH3:46])([CH3:45])[CH3:44])=[O:41])[CH2:34]3)=[N:22][C:21]=2[N:20]([CH3:47])[C:18]1=[O:19])=[O:4])[CH3:7]

Participants

6

Reactant 4

HCID 962WaterHCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 667237361-[2-(2-Hydroxy-phenyl)-2-oxo-ethyl]-3-methyl-7-(3-methyl-2-buten-1-yl)-8-[3-(tert.-butyloxycarbonylamino)-piperidin-1-yl]-xanthine

Product 1

HCID 667537501-(2-{2-[(Ethoxycarbonyl)methoxy]-phenyl}-2-oxo-ethyl)-3-methyl-7-(3-methyl-2-buten-1-yl)-8-[3-(tert.-butyloxycarbonylamino)-piperidin-1-yl]-xanthine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

63 mg of ethyl bromoacetate are added to a mixture of 200 mg of 1-[2-(2-hydroxy-phenyl)-2-oxo-ethyl]-3-methyl-7-(3-methyl-2-buten-1-yl)-8-[3-(tert.-butyloxycarbonylamino)-piperidin-1-yl]-xanthine and 63 mg of potassium carbonate in 3 ml N,N-dimethylformamide. The reaction mixture is stirred for five hours at ambient temperature. For working up it is combined with water and the precipitate formed is suction filtered, washed with water and dried for three hours at 80° C. in the drying cupboard.

Workup

  1. customthe precipitate formed
  2. filtrationfiltered
  3. washwashed with water
  4. customdried for three hours at 80° C. in the drying cupboard

Sources & evidence

ORD record
ord-95671441444f4b76a20b4705d3043b1e
Source dataset
uspto-grants-2012_02
Patent number
US08119648B2

Linked notes

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