Sodium sulfide nonahydrate → HCID 59513688, compound

HRID 1159947Notes

Reaction equation

HRID 1159947 reaction equation
CC([Si](C)(C)[O:6][CH2:7][C:8]1[CH:13]=[CH:12][N:11]2[N:14]=[C:15]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([N+:29]([O-])=O)[CH:24]=3)[C:16]([C:17]3[CH:22]=[CH:21][N:20]=[CH:19][N:18]=3)=[C:10]2[CH:9]=1)(C)C.O.O.O.O.O.O.O.O.O.[S-2].[Na+].[Na+]>C(O)C.O>[NH2:29][C:25]1[CH:24]=[C:23]([C:15]2[C:16]([C:17]3[CH:22]=[CH:21][N:20]=[CH:19][N:18]=3)=[C:10]3[CH:9]=[C:8]([CH2:7][OH:6])[CH:13]=[CH:12][N:11]3[N:14]=2)[CH:28]=[CH:27][CH:26]=1

Participants

5

Reactant 2

HCID 73972Sodium sulfide nonahydrateHCID 59513826HCID 59513826, compound

Product 1

HCID 59513688HCID 59513688, compoundYield 96.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

To a suspension of 5-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-2-(3-nitrophenyl)-3-(4-pyrimidinyl)pyrazolo[1,5-a]pyridine (1.75 g, 3.79 mmol) in ethanol (88 mL), sodium sulfide nonahydrate (4.56 g, 19.0 mmol) in H2O (90 mL) was added. The mixture was heated at 100° C. under reflux for 2 h. The mixture was evaporated under reduced pressure to remove ethanol, and following the addition of H2O was cooled to 0° C. The resulting precipitate was filtered to give the product (1.16 g) as a pale orange solid.

Workup

  1. additionwas added
  2. temperatureunder reflux for 2 h
  3. customThe mixture was evaporated under reduced pressure
  4. customto remove ethanol
  5. additionthe addition of H2O
  6. temperaturewas cooled to 0° C
  7. filtrationThe resulting precipitate was filtered

Sources & evidence

ORD record
ord-cbec097e4d484cbf9c2d710b1f4fbf44
Source dataset
uspto-grants-2010_10
Patent number
US07812022B2

Reaction notes

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