Water → HCID 66614128, compound

HRID 510060Notes

Reaction equation

HRID 510060 reaction equation
[CH3:1][O:2][C:3]1[CH:36]=[C:35]([O:37][CH3:38])[CH:34]=[CH:33][C:4]=1[CH2:5][N:6]1[C:14](=[O:15])[NH:13][C:12]2[C:7]1=[N:8][C:9]([C:16]1[C:24]3[C:19](=[N:20][CH:21]=[CH:22][CH:23]=3)[N:18]([CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[F:32])[N:17]=1)=[N:10][CH:11]=2.C(=O)([O-])[O-].[Cs+].[Cs+].[CH3:45][O:46][CH2:47][CH2:48]Br.O>CN(C=O)C>[CH3:1][O:2][C:3]1[CH:36]=[C:35]([O:37][CH3:38])[CH:34]=[CH:33][C:4]=1[CH2:5][N:6]1[C:14](=[O:15])[N:13]([CH2:48][CH2:47][O:46][CH3:45])[C:12]2[C:7]1=[N:8][C:9]([C:16]1[C:24]3[C:19](=[N:20][CH:21]=[CH:22][CH:23]=3)[N:18]([CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[F:32])[N:17]=1)=[N:10][CH:11]=2

Participants

6

Reactant 4

HCID 962WaterHCID 10796Cesium carbonateHCID 809722-Bromoethyl methyl etherHCID 666350859-(2,4-Dimethoxybenzyl)-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-7,9-dihydro-8H-purin-8-one

Product 1

HCID 66614128HCID 66614128, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

500 mg (0.977 mmol) of the compound from example 82A were dissolved in 10 ml of DMF, 414 mg (1.271 mmol) of cesium carbonate and 149 mg (1.075 mmol) of 2-bromoethyl methyl ether were added and the mixture was stirred at RT for 18 h. Water was added and the mixture was extracted with ethyl acetate. The combined organic phases were dried over sodium sulfate and concentrated on a rotary evaporator. The residue was dried under high vacuum. 453 mg (74% of theory) of the title compound were obtained.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialThe combined organic phases were dried over sodium sulfate
  3. concentrationconcentrated on a rotary evaporator
  4. customThe residue was dried under high vacuum

Sources & evidence

ORD record
ord-04b53c806fa34717ad1130b3d2ed7076
Source dataset
uspto-grants-2015_08
Patent number
US09096592B2

Reaction notes

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