Water → HCID 178472817, compound

HRID 1793401Notes

Reaction equation

HRID 1793401 reaction equation
O([CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])C#N.[NH2:10][C:11]1[CH:16]=[CH:15][C:14]([N:17]2[C:30](=[O:31])[C:20]3=[CH:21][NH:22][C:23]4[C:24]([F:29])=[CH:25][CH:26]=[CH:27][C:28]=4[C:19]3=[N:18]2)=[CH:13][CH:12]=1.O.C[N:34](C)[CH:35]=[O:36]>>[CH2:8]([O:7][C:5](=[O:6])[CH2:4][NH:34][C:35]([NH:10][C:11]1[CH:16]=[CH:15][C:14]([N:17]2[C:30](=[O:31])[C:20]3=[CH:21][NH:22][C:23]4[C:24]([F:29])=[CH:25][CH:26]=[CH:27][C:28]=4[C:19]3=[N:18]2)=[CH:13][CH:12]=1)=[O:36])[CH3:9]

Participants

5

Reactant 4

HCID 962WaterHCID 6228DimethylformamideHCID 14949754HCID 14949754, compoundHCID 178507702HCID 178507702, compound2×

Product 1

HCID 178472817HCID 178472817, compound

Procedure

Ethyl cyanatoacetate (31 mg, 0.24 mmol) was added in one portion to a stirred solution of 2-(4-aminophenyl)-6-fluoro-2,5-dihydropyrazolo[4,3-c]quinolin-3-one (intermediate 2) (50 mg, 0.17 mmol) in N,N-dimethylformamide (2 ml) and the mixture stirred at room temperature for 16 h. Water (1 ml) was then added to the mixture to precipitate a solid, which was filtered, washed with water (1 ml) and then ethyl acetate (1 ml) and finally dried by suction to leave the urea as a yellow solid, LCMS m/z 424.40 [M+H]+ @ RT 1.06 min.

Workup

  1. customto precipitate a solid, which
  2. filtrationwas filtered
  3. washwashed with water (1 ml)
  4. dry with materialethyl acetate (1 ml) and finally dried by suction

Sources & evidence

ORD record
ord-8c9731bb3eec402c862e43f2dccd3054
Source dataset
uspto-grants-2006_07
Patent number
US07081456B2

Reaction notes

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