Benzoyl chloride → HCID 11300409, compound
Reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.Cl.[NH2:12][CH2:13][C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:17]([OH:24])=[CH:16][N:15]=1>CCOC(C)=O.C([O-])(O)=O.[Na+]>[OH:24][C:17]1[C:18]2[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:14]([CH2:13][NH:12][C:1](=[O:8])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[N:15][CH:16]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
Benzoyl chloride (0.018 ml) is added dropwise to a stirred mixture of the product from step 3 (20 mg) in a mixture of 2 ml EtOAc and 2 ml of saturated aqueous NaHCO3 solution. After 15 minutes stirring, the organic layer is separated, washed with water, dried and concentrated to a solid. The solid is washed with hexane and dried to yield 20 mg of the title compound as a white solid, m.p. 130-131° C.
Workup
- customthe organic layer is separated
- washwashed with water
- customdried
- concentrationconcentrated to a solid
- washThe solid is washed with hexane
- customdried
Sources & evidence
- ORD record
- ord-0a843bc13ea142b78770743f43adc04e
- Source dataset
- uspto-grants-2003_03
- Patent number
- US06528649B2
Reaction notes
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