HCID 70198709, compound → HCID 70198689, compound

HRID 342458Notes

Reaction equation

HRID 342458 reaction equation
C(OC([NH:8][CH2:9][C:10]1[C:11]2[CH:19]=[CH:18][CH:17]=[C:16]([NH:20][C:21](=[O:30])[C:22]3[C:27]([Cl:28])=[CH:26][CH:25]=[CH:24][C:23]=3[Cl:29])[C:12]=2[O:13][C:14]=1[CH3:15])=O)(C)(C)C>FC(F)(F)C(O)=O>[NH2:8][CH2:9][C:10]1[C:11]2[CH:19]=[CH:18][CH:17]=[C:16]([NH:20][C:21](=[O:30])[C:22]3[C:27]([Cl:28])=[CH:26][CH:25]=[CH:24][C:23]=3[Cl:29])[C:12]=2[O:13][C:14]=1[CH3:15]

Participants

3

Reactant 1

HCID 70198709HCID 70198709, compound

Product 1

HCID 70198689HCID 70198689, compoundYield 86.6%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 3-tert-butoxycarbonylaminomethyl-7-(2,6-dichlorobenzoylamino)-2-methylbenzo[b]furan (312 mg) in trifluoroacetic acid (2 ml) was stirred at ambient temperature for 10 minutes. The reaction mixture was concentrated in vacuo and to the residue was added aqueous saturated sodium bicarbonate. The separated solid was collected, washed with water and dried to give 3-aminomethyl-7-(2,6-dichlorobenzoylamino)-2-methylbenzo[b]furan (210 mg).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo and to the residue
  2. additionwas added aqueous saturated sodium bicarbonate
  3. customThe separated solid was collected
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-b75baa903afb465ca469d83cfc348660
Source dataset
uspto-grants-1999_01
Patent number
US05858995

Reaction notes

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