Water → HCID 86603859, compound

HRID 1726958Notes

Reaction equation

HRID 1726958 reaction equation
Br[CH2:2][C:3]#[N:4].[C:5]1([CH2:15][N:16]2[C:25](=[O:26])[C:24]3[N:23]([CH2:27][C:28]#[C:29][CH3:30])[C:22]([N:31]4[CH2:36][CH2:35][CH2:34][CH:33]([NH:37][C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])[CH2:32]4)=[N:21][C:20]=3[NH:19][C:17]2=[O:18])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][CH:6]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[C:5]1([CH2:15][N:16]2[C:25](=[O:26])[C:24]3[N:23]([CH2:27][C:28]#[C:29][CH3:30])[C:22]([N:31]4[CH2:36][CH2:35][CH2:34][CH:33]([NH:37][C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])[CH2:32]4)=[N:21][C:20]=3[N:19]([CH2:2][C:3]#[N:4])[C:17]2=[O:18])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][CH:6]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 11534BromoacetonitrileHCID 68852007HCID 68852007, compound

Product 1

HCID 86603859HCID 86603859, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

30 μl of bromoacetonitrile are added to a mixture of 0.20 g 1-(naphth-1-ylmethyl)-7-(but-2-ynyl)-8-(3-tert-butoxycarbonylamino-piperidin-1-yl)-xanthine and 0.10 g potassium carbonate in 3 ml of dimethylformamide. The reaction mixture is stirred for 3 h at 60° C. and then cooled to ambient temperature. Water is added and the precipitate is separated off and dried at 60° C.

Workup

  1. temperaturecooled to ambient temperature
  2. customthe precipitate is separated off
  3. customdried at 60° C.

Sources & evidence

ORD record
ord-40c56b298da14603a2a800db59cf1c11
Source dataset
uspto-grants-2009_02
Patent number
US07495003B2

Reaction notes

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