Water → HCID 22249889, compound

HRID 890213Notes

Reaction equation

HRID 890213 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[NH:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]=[C:7]1[C:15]1[C:16]([CH3:33])=[N:17][N:18]2[C:23]3[N:24]([CH:27]([CH2:30][CH3:31])[CH2:28][CH3:29])[CH2:25][CH2:26][C:22]=3[C:21]([CH3:32])=[N:20][C:19]=12.O>N1C=CC=CC=1>[CH3:1][S:2]([N:8]1[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N:6]=[C:7]1[C:15]1[C:16]([CH3:33])=[N:17][N:18]2[C:23]3[N:24]([CH:27]([CH2:28][CH3:29])[CH2:30][CH3:31])[CH2:25][CH2:26][C:22]=3[C:21]([CH3:32])=[N:20][C:19]=12)(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 962WaterHCID 31297Methanesulfonyl chlorideHCID 22249620HCID 22249620, compound

Product 1

HCID 22249889HCID 22249889, compoundYield 81.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Methanesulfonyl chloride (12 mL, 0.16 mmol) was added to a soltution of 3-(1H-benzo[d]imidazol-2-yl)-8-(1-ethylpropyl)-2,5-dimethyl-7,8-dihydro-6H-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidine (50 mg, 0.13 mmol) in pyridine (0.5 mL) at room temperature and the mixture was stirred for one hour. Water was added thereto, and the mixture was extracted with ethyl acetate, washed with brine, dried over anhydrous magnesium sulfate and evaporated. The residue was purified by silica gel column chromatography (50% ethyl acetate/hexane), to give the title compound (48 mg) as pale yellow crystals.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washwashed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customevaporated
  5. customThe residue was purified by silica gel column chromatography (50% ethyl acetate/hexane)

Sources & evidence

ORD record
ord-bf11072190bc4ed29fadfc2c1910f9fe
Source dataset
uspto-grants-2006_02
Patent number
US06995163B2

Reaction notes

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