Oxalyl chloride → HCID 10769056, compound

HRID 726705Notes

Reaction equation

HRID 726705 reaction equation
[C:1]1([C:7]2[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=2[C:9]([OH:11])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(Cl)(=O)C(Cl)=O.[NH2:22][C:23]1[CH:48]=[CH:47][C:26]([C:27]([N:29]2[C:35]3[CH:36]=[CH:37][CH:38]=[CH:39][C:34]=3/[C:33](=[CH:40]\[C:41]([O:43][CH3:44])=[O:42])/[C:32]([F:46])([F:45])[CH2:31][CH2:30]2)=[O:28])=[CH:25][CH:24]=1>>[F:46][C:32]1([F:45])[CH2:31][CH2:30][N:29]([C:27](=[O:28])[C:26]2[CH:25]=[CH:24][C:23]([NH:22][C:9](=[O:11])[C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[CH:48][CH:47]=2)[C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][C:34]=2/[C:33]/1=[CH:40]\[C:41]([O:43][CH3:44])=[O:42]

Participants

4

Reactant 3

HCID 65578Oxalyl chlorideHCID 70357o-Phenylbenzoic acidHCID 10666969HCID 10666969, compound

Product 1

HCID 10769056HCID 10769056, compoundYield 96.7%

Procedure

Using 127 mg of o-phenylbenzoic acid, 0.141 ml of oxalyl chloride and 200 mg of methyl (E)-[1-(4-aminobenzoyl)-4,4-difluoro-2,3,4,5-tetrahydro-1H-1-benzazepin-5ylidene]acetate, a similar procedure as in Reference Example 8 was repeated to obtain 287 mg of methyl (E)-[4,4-difluoro-1-[4-(2-phenylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepin-5-ylidene]acetate.

Sources & evidence

ORD record
ord-e52d8b2f7f304df0826cad163113b262
Source dataset
uspto-grants-1998_01
Patent number
US05710150

Reaction notes

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