Water → HCID 57717609, compound

HRID 1984436Notes

Reaction equation

HRID 1984436 reaction equation
[F:1][C:2]([F:8])([F:7])[S:3](N)(=[O:5])=[O:4].Cl.[NH2:10][C:11]1[C:20]2=[N:21][N:22]([CH2:32][CH3:33])[C:23]([CH2:24][CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[C:19]2[C:18]2[CH:17]=[CH:16][C:15]([OH:34])=[CH:14][C:13]=2[N:12]=1.C(N(CC)CC)C.O>CN(C=O)C>[F:1][C:2]([F:8])([F:7])[S:3]([O:34][C:15]1[CH:16]=[CH:17][C:18]2[C:19]3[C:20](=[N:21][N:22]([CH2:32][CH3:33])[C:23]=3[CH2:24][CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:11]([NH2:10])=[N:12][C:13]=2[CH:14]=1)(=[O:5])=[O:4]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 79001TrifluoromethylsulfonamideHCID 66958727HCID 66958727, compound

Product 1

HCID 57717609HCID 57717609, compoundYield 91.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

N-Phenyl-bis(trifluoromethanesulfonamide (0.187 g, 0.447 mmol) was added to a stirred solution of 4-amino-2-ethyl-1-(2-phenylethyl)-2H-pyrazolo[3,4-c]quinolin-7-ol hydrochloride (0.15 g, 0.41 mmol) and triethylamine (0.280 mL, 2.03 mmol) in DMF (5 mL). After 6 hours, water (25 mL) was added and a precipitate formed that was isolated by filtration, washed with water, and dried to yield 0.175 g of 4-amino-2-ethyl-1-(2-phenylethyl)-2H-pyrazolo[3,4-c]quinolin-7-yl trifluoromethanesulfonate as a white powder, mp 178-179° C.

Workup

  1. customa precipitate formed
  2. customthat was isolated by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-b64f0c73ac034c16950ebf6aaf070607
Source dataset
uspto-grants-2009_06
Patent number
US07544697B2

Reaction notes

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