Oxalyl chloride → [(Z)-1-[4-(2-Biphenylylcarbonylamino)benzoyl]-4,4-difluoro-2,3,4,5-tetrahydro-1H-1-benzazepine-5-ylidene]acetic acid methyl ester

反応式

[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]

参加物

反応物 3

HCID 65578Oxalyl chloride

HCID 70357o-Phenylbenzoic acid

HCID 10809276methyl (Z)-[1-(4-aminobenzoyl)-4,4-difluoro-2,3,4,5-tetrahydro-1H-1-benzazepin-5-ylidene]acetate

生成物 1

HCID 10602784[(Z)-1-[4-(2-Biphenylylcarbonylamino)benzoyl]-4,4-difluoro-2,3,4,5-tetrahydro-1H-1-benzazepine-5-ylidene]acetic acid methyl ester収率 95.4%

実験手順

Using 396 mg of o-phenylbenzoic acid, 0.290 ml of oxalyl chloride and 620 mg of methyl (Z)-[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 878 mg of methyl (Z)-[4,4-difluoro-1-[4-(2-phenylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepin-5-ylidene]acetate.