Triethylamine → HCID 13671487, compound

HRID 1088941Notes

Reaction equation

HRID 1088941 reaction equation
C(N(CC)CC)C.Cl.[N:9]1[CH:14]=[CH:13][C:12]([C:15](Cl)=[O:16])=[CH:11][CH:10]=1.[NH2:18][C:19]1[CH:27]=[C:26]2[C:22]([C:23]([C:30]([O:32][CH2:33][CH3:34])=[O:31])([CH3:29])[C:24](=[O:28])[NH:25]2)=[CH:21][CH:20]=1>C(Cl)Cl>[CH2:33]([O:32][C:30]([C:23]1([CH3:29])[C:22]2[C:26](=[CH:27][C:19]([NH:18][C:15]([C:12]3[CH:13]=[CH:14][N:9]=[CH:10][CH:11]=3)=[O:16])=[CH:20][CH:21]=2)[NH:25][C:24]1=[O:28])=[O:31])[CH3:34]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 12262826Isonicotinoyl chloride hydrochlorideHCID 13671486HCID 13671486, compound

Product 1

HCID 13671487HCID 13671487, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

22.1 ml. Triethylamine and 9.4 g. (0.053 mol) pyridine-4-carboxylic acid chloride hydrochloride are added to a cooled solution of 13 g. (0.048 mol) 6-amino-3-ethoxycarbonyl-3-methylindolin-2-one in 500 ml. methylene chloride and the reaction mixture then stirred at ambient temperature for about 2 hours. Subsequently, the reaction mixture is evaporated to dryness and the residue is stirred with water, filtered with suction and the product obtained is recrystallised from ethanol/methylene chloride. Yield: 11.0 g. (73% of theory); m.p. 222°-224° C.

Workup

  1. customSubsequently, the reaction mixture is evaporated to dryness
  2. filtrationfiltered with suction
  3. customthe product obtained
  4. customis recrystallised from ethanol/methylene chloride

Sources & evidence

ORD record
ord-590f96aadc7f4ea7a1f59ea490a1133b
Source dataset
uspto-grants-1990_10
Patent number
US04963686

Reaction notes

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