Ammonium Chloride → HCID 16202183, compound

HRID 1169783Notes

Reaction equation

HRID 1169783 reaction equation
[C:1]([C:3]1[C:4]([NH:25][CH:26]2[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)=[N:5][C:6]([NH:9][C:10]2[CH:15]=[CH:14][C:13]([S:16]([CH3:24])(=[N:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])=[O:17])=[CH:12][CH:11]=2)=[N:7][CH:8]=1)#[N:2].[N-:32]=[N+:33]=[N-:34].[Na+].[Cl-].[NH4+]>CN(C=O)C>[CH:26]1([NH:25][C:4]2[C:3]([C:1]3[N:32]=[N:33][NH:34][N:2]=3)=[CH:8][N:7]=[C:6]([NH:9][C:10]3[CH:15]=[CH:14][C:13]([S:16]([CH3:24])(=[N:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])=[O:17])=[CH:12][CH:11]=3)[N:5]=2)[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 58985590HCID 58985590, compound

Product 1

HCID 16202183HCID 16202183, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In accordance with procedure 10, 990 mg (2.24 mmol) (RS)—S-(4-{[5-cyano-4-(cyclohexylamino)pyrimidine-2-yl]amino}phenyl)-N-(ethoxycarbonyl)-S-methyl-sulfoximide, 291 mg (4.47 mmol) sodium azide and 263 mg (4.92 mmol) ammonium chloride in 19 ml DMF are stirred for 24 hours at 120° C. After cooling, the mixture is added dropwise to 200 ml. A gel-like precipitate is filtered off at the pump and then washed with water. After drying, the product is obtained in 53% yield (571 mg).

Workup

  1. temperatureAfter cooling
  2. additionthe mixture is added dropwise to 200 ml
  3. filtrationA gel-like precipitate is filtered off at the pump
  4. washwashed with water
  5. customAfter drying
  6. customthe product is obtained in 53% yield (571 mg)

Sources & evidence

ORD record
ord-67331fbee3d546a88a0acb26022c889b
Source dataset
uspto-grants-2010_11
Patent number
US07825128B2

Reaction notes

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