Ammonia → HCID 10110708, compound

HRID 584901Notes

Reaction equation

HRID 584901 reaction equation
[CH3:1][N:2]([CH2:11][C:12]1[CH:13]=[C:14]([C:18]2[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][C:26](Cl)=[O:27])=[CH:20][CH:19]=2)[CH:15]=[CH:16][CH:17]=1)[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4].[NH3:29].[CH2:30]1COCC1>>[C:26]([CH:25]([CH3:30])[CH2:24][C:21]1[CH:22]=[CH:23][C:18]([C:14]2[CH:15]=[CH:16][CH:17]=[C:12]([CH2:11][N:2]([CH3:1])[C:3](=[O:4])[C:5]3[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH:13]=2)=[CH:19][CH:20]=1)(=[O:27])[NH2:29]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 8028TetrahydrofuranHCID 22341459HCID 22341459, compound

Product 1

HCID 10110708HCID 10110708, compound

Procedure

By reacting a solution of 1.7 g (4.1 mmol) of 3-(3′-{[methyl-(1-phenylmethanoyl)amino]-methyl}biphenyl-4-yl)propionyl chloride in 5 ml of THF with 10 ml of aqueous ammonia, and after purification by chromatography on a column of silica, 200 mg (32%) of N-[4′-(2-carbamoylpropyl)biphenyl-3-ylmethyl]-N-methylbenzamide, with a melting point of 47-48° C., are obtained.

Workup

  1. customafter purification by chromatography on a column of silica, 200 mg (32%) of N-[4′-(2-carbamoylpropyl)biphenyl-3-ylmethyl]-N-methylbenzamide
  2. customwith a melting point of 47-48° C., are obtained

Sources & evidence

ORD record
ord-42f26880c83f4fa58ba04d02b23cf2ca
Source dataset
uspto-grants-2005_08
Patent number
US06927228B2

Reaction notes

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