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 633671

Reaction equation

HRID 633671 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-cf2f2c7489bf451d88afee5616a4cb14
Source dataset
uspto-grants-2016_04
Patent number
US09321791B2

Linked notes

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