Acetonitrile → HCID 70347101, compound

HRID 1756079Notes

Reaction equation

HRID 1756079 reaction equation
[CH3:1][C:2]1[NH:10][C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[C:3]=1[CH3:11].[Br:12]CC[CH2:15][C:16]([NH:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:17].[C:25](#N)[CH3:26]>>[BrH:12].[CH3:1][C:2]1[N:10]=[C:5]2[N:6]([CH2:25][CH2:26][C:24]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[NH:18][C:16]([CH3:15])=[O:17])[CH:7]=[CH:8][CH:9]=[C:4]2[C:3]=1[CH3:11]

Participants

4

Reactant 3

HCID 6342AcetonitrileHCID 125323872,3-Dimethyl-1H-pyrrolo[2,3-b]pyridineHCID 145292174-Bromo-N-phenylbutanamide

Product 1

HCID 70347101HCID 70347101, compoundYield 7%

Procedure

A solution of 73 mg (0,5 mmol) 2,3 dimethylpyrrolo[2,3-b]pyridine and 122 mg (0,5 mmol) of (2-bromoethyl)acetanilide in 2 ml acetonitrile was refluxed for 10 h. The solvent was evaporated and the crude product was treated with 5 ml petroleum ether:ether 1:1 and the insoluble fraction was treated with ether. The etheral layer was separated from the oily residue, which crystallized from acetronitrile and gave 15 mg (7,7%) of the title compound.

Workup

  1. customThe solvent was evaporated
  2. additionthe crude product was treated with 5 ml petroleum ether:ether 1:1
  3. additionthe insoluble fraction was treated with ether
  4. customThe etheral layer was separated from the oily residue, which
  5. customcrystallized from acetronitrile

Sources & evidence

ORD record
ord-1ef74b58f1a04b7c80221edbf73c09fe
Source dataset
uspto-grants-1995_08
Patent number
US05439917

Reaction notes

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