Pyridine → HCID 11153930, compound

HRID 131601Notes

Reaction equation

HRID 131601 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]([C:12]2[C:20]3[C:19]4[CH:21]=[C:22]([NH2:25])[CH:23]=[CH:24][C:18]=4[O:17][C:16]=3[C:15]([O:26][CH3:27])=[CH:14][CH:13]=2)=[O:11])=[CH:5][CH:4]=1.[C:28](Cl)(=[O:30])[CH3:29].N1C=CC=CC=1>C1COCC1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]([C:12]2[C:20]3[C:19]4[CH:21]=[C:22]([NH:25][C:28](=[O:30])[CH3:29])[CH:23]=[CH:24][C:18]=4[O:17][C:16]=3[C:15]([O:26][CH3:27])=[CH:14][CH:13]=2)=[O:11])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 21105718HCID 21105718, compound

Product 1

HCID 11153930HCID 11153930, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N1-(4-methoxyphenyl)-4-methoxy-8-amino-dibenzo[b,d]furan-1-carboxamide (90 mg, 0.248 mmol) (step 2) was treated with acetyl chloride (1.1 eq.) in THF (10 ml) containing pyridine (1.1 eq) at 0° C. and allowed to warm to room temperature. The reaction was stirred at room temperature for 16 h. THF was evaporated and the residue was washed ethanol to obtain 40 mg of N1-(4-methoxyphenyl)-4-methoxy-8-acetamido-dibenzo[b,d]furan-1-carboxamide as white solid; mp: 285° C.

Workup

  1. customTHF was evaporated
  2. washthe residue was washed ethanol

Sources & evidence

ORD record
ord-8d8bb5248f2d4d57b92293e83432294e
Source dataset
uspto-grants-2008_06
Patent number
US07384962B2

Reaction notes

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