Water → HCID 131730976, compound

HRID 2035512Notes

Reaction equation

HRID 2035512 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[N:14]=[CH:13][C:12]([CH2:15][C:16]([NH2:18])=[O:17])=[C:11]([NH:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH:10]=2)=[CH:4][CH:3]=1.[CH:27]([N:30]=[C:31]=[O:32])([CH3:29])[CH3:28].O>O1CCCC1>[CH2:20]([NH:19][C:11]1[CH:10]=[C:9]([NH:8][C:5]2[CH:4]=[CH:3][C:2]([NH:1][C:31](=[O:32])[NH:30][CH:27]([CH3:29])[CH3:28])=[CH:7][CH:6]=2)[N:14]=[CH:13][C:12]=1[CH2:15][C:16]([NH2:18])=[O:17])[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

5

Reactant 3

HCID 962WaterHCID 61277Isopropyl isocyanateHCID 131730943HCID 131730943, compound

Product 1

HCID 131730976HCID 131730976, compoundYield 120.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

10 mg of 6-[(4-aminophenyl)amino]-4-(benzylamino) pyridine-3-carboxyamide (the compound of Example 65) was dissolved in 0.5 mL of tetrahydrofuran, and, under ice cooling, 7.6 mg of isopropyl isocyanate was added, and stirred at room temperature for 24 hours. To the reaction mixture, water was added, extracted with chloroform, the extract was washed with saturated saline, and dried on anhydrous sodium sulfate. The solvent was evaporated, and the residue was washed with methanol-ether to obtain 15 mg (80%) of the title compound as a light pink crystalline powder.

Workup

  1. extractionextracted with chloroform
  2. washthe extract was washed with saturated saline
  3. dry with materialdried on anhydrous sodium sulfate
  4. customThe solvent was evaporated
  5. washthe residue was washed with methanol-ether

Sources & evidence

ORD record
ord-eead761b0a434376a60cdf65e90b9a96
Source dataset
uspto-grants-2013_11
Patent number
US08575153B2

Reaction notes

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