o-Phenylbenzoic acid → HCID 19706813, compound

HRID 726709Notes

Reaction equation

HRID 726709 reaction equation
[NH2:1][C:2]1[CH:28]=[CH:27][C:5]([C:6]([N:8]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3/[C:12](=[CH:19]\[CH2:20][CH2:21][N:22]([CH3:24])[CH3:23])/[C:11]([F:26])([F:25])[CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.[C:29]1([C:35]2[CH:43]=[CH:42][CH:41]=[CH:40][C:36]=2[C:37](O)=[O:38])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.C(OC(=O)C)C.[ClH:50]>C(Cl)(Cl)Cl>[ClH:50].[F:25][C:11]1([F:26])[CH2:10][CH2:9][N:8]([C:6]([C:5]2[CH:4]=[CH:3][C:2]([NH:1][C:37](=[O:38])[C:36]3[CH:40]=[CH:41][CH:42]=[CH:43][C:35]=3[C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)=[CH:28][CH:27]=2)=[O:7])[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2/[C:12]/1=[CH:19]\[CH2:20][CH2:21][N:22]([CH3:24])[CH3:23]

Participants

5

Reactant 3

HCID 70357o-Phenylbenzoic acidHCID 19706870HCID 19706870, compoundHCID 21866389Hydrogen chloride-ethyl acetate

Product 1

HCID 19706813HCID 19706813, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Using 690 mg of (E)-1-(4-aminobenzoyl)-5-(3-dimethylaminopropylidene)-4,4-difluoro-2,3,4,5-tetrahydro-1H-1-benzazepine and 430 mg of o-phenylbenzoic acid, 520 mg of free base was synthesized in the same manner as described in Reference Example 8. Next, 340 mg of the free base was dissolved in chloroform, the resulting solution was mixed with 4N hydrochloric acid ethyl acetate solution, and the solvent was evaporated. Then, the resulting residue was mixed with hexane to obtain 111 mg of (E)-4'-[[4,4-difluoro-5-(3-dimethylaminopropylidene)-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl]carbonyl]-2-phenylbenzanilide hydrochloride in the form of colorless amorphous solid.

Workup

  1. customwas synthesized in the same manner
  2. customthe solvent was evaporated
  3. additionThen, the resulting residue was mixed with hexane

Sources & evidence

ORD record
ord-40da04430aeb48258c0019dd7d3bb18e
Source dataset
uspto-grants-1998_01
Patent number
US05710150

Reaction notes

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