Water → HCID 66732908, compound

HRID 1966805Notes

Reaction equation

HRID 1966805 reaction equation
[CH3:1][O:2][C:3]1[CH:30]=[CH:29][C:6]([CH2:7][N:8]2[C:12]3=[N:13][CH:14]=[C:15]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[C:16]([NH:17][CH:18]4[CH2:23][CH2:22][S:21][CH2:20][CH2:19]4)=[C:11]3[CH:10]=[N:9]2)=[CH:5][CH:4]=1.ClC1C=CC=C(C(OO)=[O:39])C=1.[OH2:42]>ClCCl>[O:42]=[S:21]1(=[O:39])[CH2:22][CH2:23][CH:18]([NH:17][C:16]2[C:15]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:14][N:13]=[C:12]3[N:8]([CH2:7][C:6]4[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:30][CH:29]=4)[N:9]=[CH:10][C:11]=23)[CH2:19][CH2:20]1

Participants

5

Reactant 3

HCID 962WaterHCID 70297m-Chloroperbenzoic acidHCID 66732395HCID 66732395, compound

Product 1

HCID 66732908HCID 66732908, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Ethyl 1-(4-methoxybenzyl)-4-(tetrahydro-2H-thiopyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate (500 mg, 0.00117 mole) (example 4) was taken in dichloromethane (5 ml). At 0° C., m-chloroperbenzoic acid (600 mg, 0.00352 mole) was added and the mixture was stirred overnight. Water was added and extraction was done using dichloromethane. The organic layer was washed with saturated ammonium bicarbonate and then with brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure to get the title compound.

Workup

  1. extractionextraction
  2. washThe organic layer was washed with saturated ammonium bicarbonate
  3. dry with materialwith brine, dried over anhydrous sodium sulphate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-6c5fba2a35e4492b91f599c9dc3abc75
Source dataset
uspto-grants-2013_04
Patent number
US08420666B2

Reaction notes

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