Triethylamine → HCID 178505253, compound

HRID 1873590Notes

Reaction equation

HRID 1873590 reaction equation
[NH:1]1[C:5]([C:6]2[CH:7]=[C:8]([CH2:12][OH:13])[CH:9]=[CH:10][CH:11]=2)=[N:4][N:3]=[N:2]1.[CH3:14][S:15](Cl)(=[O:17])=[O:16].C(N(CC)CC)C>ClCCl>[CH3:14][S:15]([O:13][CH2:12][C:8]1[CH:9]=[CH:10][CH:11]=[C:6]([C:5]2[NH:1][N:2]=[N:3][N:4]=2)[CH:7]=1)(=[O:17])=[O:16]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 178519553HCID 178519553, compound

Product 1

HCID 178505253HCID 178505253, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

50 mg (0.28 mmol) of the compound from Example 49A are dissolved in 5 ml of dry dichloromethane, and 33 μl (0.43 mmol) of methanesulfonyl chloride and 0.06 ml (0.43 mmol) of triethylamine are added. The reaction mixture is stirred at RT for 10 h. The reaction mixture is then diluted with 10 ml of dichloromethane and washed in each case once with in each case 5 ml of water, 1 N hydrochloric acid and saturated aqueous sodium chloride solution. The organic phase is dried over magnesium sulfate. Removal of the solvent on a rotary evaporator gives a solid which is used in the next reaction without further purification.

Workup

  1. washwashed in each case once with in each case 5 ml of water, 1 N hydrochloric acid and saturated aqueous sodium chloride solution
  2. dry with materialThe organic phase is dried over magnesium sulfate
  3. customRemoval of the solvent
  4. customon a rotary evaporator
  5. customgives a solid which
  6. customis used in the next reaction without further purification

Sources & evidence

ORD record
ord-7f357b15071c4edf8b5a8079946c2c09
Source dataset
uspto-grants-2012_11
Patent number
US08304412B2

Reaction notes

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