Ammonia → HCID 59189860, compound

HRID 216623Notes

Reaction equation

HRID 216623 reaction equation
ClC(Cl)(Cl)[C:3]([N:5]=C=O)=[O:4].[C:10]([NH:13][C:14]1[CH:22]=[C:21]2[C:17]([C:18]([C:24]([NH2:26])=[O:25])=[C:19]([NH2:23])[NH:20]2)=[CH:16][CH:15]=1)(=[O:12])[CH3:11].N.CO>O1CCCC1>[C:10]([NH:13][C:14]1[CH:22]=[C:21]2[C:17]([C:18]([C:24]([NH2:26])=[O:25])=[C:19]([NH:23][C:3]([NH2:5])=[O:4])[NH:20]2)=[CH:16][CH:15]=1)(=[O:12])[CH3:11]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 887MethanolHCID 76400Trichloroacetyl isocyanateHCID 59189864HCID 59189864, compound2×

Product 1

HCID 59189860HCID 59189860, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Trichloroacetyl isocyanate (48 μL, 0.36 mmol) was added to a solution of 6-acetylamino-2-aminoindole-3-carboxamide (Reference compound 15-1, 26 mg, 0.11 mmol) in anhydrous tetrahydrofuran (1.5 mL), and the mixture was stirred at room temperature for 18 hours. 2.0 M Ammonia in methanol solution (2.0 mL, 4.0 mmol) was added thereto, and the mixture was stirred at room temperature for 6 hours. The precipitated solid was separated by filtration using methanol (0.5 mL), and dried under reduced pressure to give the title compound (13 mg) as a colorless solid (yield 43%).

Workup

  1. stirringthe mixture was stirred at room temperature for 6 hours
  2. customThe precipitated solid was separated by filtration
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-6a8e6a6b0bbf49b18ee7280b53cd0264
Source dataset
uspto-grants-2012_06
Patent number
US08193237B2

Reaction notes

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