Triethylamine → HCID 57799527, compound

HRID 2101045Notes

Reaction equation

HRID 2101045 reaction equation
FC(F)(F)S([O:6][S:7]([C:10]([F:13])([F:12])[F:11])(=[O:9])=[O:8])(=O)=O.[F:16][C:17]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:18]=1[C:24]1[C:33]2[C:28](=[CH:29][C:30](O)=[CH:31][CH:32]=2)[CH:27]=[C:26]([NH:35][C:36]2[CH:40]=[C:39]([CH3:41])[NH:38][N:37]=2)[N:25]=1.C(N(CC)CC)C>ClCCl>[F:13][C:10]([F:11])([F:12])[S:7]([O:6][C:30]1[CH:29]=[C:28]2[C:33](=[CH:32][CH:31]=1)[C:24]([C:18]1[CH:19]=[CH:20][C:21]([F:23])=[CH:22][C:17]=1[F:16])=[N:25][C:26]([NH:35][C:36]1[CH:40]=[C:39]([CH3:41])[NH:38][N:37]=1)=[CH:27]2)(=[O:8])=[O:9]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 67749Trifluoromethanesulfonic anhydrideHCID 1360555241-(2,4-difluoro-phenyl)-3-(5-methyl-1H-pyrazol-3-ylamino)-isoquinolin-6-ol

Product 1

HCID 57799527HCID 57799527, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

Trifluoromethanesulfonic anhydride (204.4 mg) in 5 mL of dichloromethane was added to the mixture of 1-(2,4-difluoro-phenyl)-3-(5-methyl-1H-pyrazol-3-ylamino)-isoquinolin-6-ol (170 mg, 0.48 mmol) and triethylamine (145.4 mg) in 20 mL of dichloromethane by syringe at 0° C. The solution was stirred at room temperature overnight, and was diluted with dichloromethane (20 mL). The organic layer was washed with 10% hydrochloric acid, sodium bicarbonate, saturated sodium chloride, and evaporated to give an oil which was used for the next reaction without further purification.

Workup

  1. washThe organic layer was washed with 10% hydrochloric acid, sodium bicarbonate, saturated sodium chloride
  2. customevaporated
  3. customto give an oil which
  4. customwas used for the next reaction without further purification

Sources & evidence

ORD record
ord-0659edf41397413e8b79d1b7ad1eecd9
Source dataset
uspto-grants-2009_08
Patent number
US07572809B2

Reaction notes

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