3,4-Dimethylbenzene-1,2-diamine → HCID 178423473, compound

HRID 1012107Notes

Reaction equation

HRID 1012107 reaction equation
ClC1C=CC=C(Cl)C=1C(NC1C(C2NC3C=CC(CN4CCOCC4)=CC=3N=2)=NNC=1)=O.[F:33][C:34]1[CH:50]=[CH:49][CH:48]=[C:47]([F:51])[C:35]=1[C:36]([NH:38][C:39]1[C:40]([C:44](O)=O)=[N:41][NH:42][CH:43]=1)=[O:37].[CH3:52][C:53]1[C:54]([NH2:61])=[C:55]([NH2:60])[CH:56]=[CH:57][C:58]=1[CH3:59]>>[CH3:52][C:53]1[C:54]2[N:61]=[C:44]([C:40]3[C:39]([NH:38][C:36](=[O:37])[C:35]4[C:34]([F:33])=[CH:50][CH:49]=[CH:48][C:47]=4[F:51])=[CH:43][NH:42][N:41]=3)[NH:60][C:55]=2[CH:56]=[CH:57][C:58]=1[CH3:59]

Participants

4

Reactant 3

HCID 5210773,4-Dimethylbenzene-1,2-diamineHCID 178522426HCID 178522426, compoundHCID 178524954HCID 178524954, compound

Product 1

HCID 178423473HCID 178423473, compound

Procedure

The compound was prepared in a manner analogous to 2,6-dichloro-N-[3-(5-morpholin-4-ylmethyl-1H-benzimidazol-2-yl)-1H-pyrazol-4-yl]-benzamide (Example 94E), but using 4-(2,6-difluoro-benzoylamino)-1H-pyrazole-3-carboxylic acid (Example 16D) and 3,4-dimethyl-1,2-phenylene diamine to give N-[3-(4,5-dimethyl-1H-benzimidazol-2-yl)-1H-pyrazol-4-yl]-2,6-difluoro-benzamide (89 mg) as a pale orange solid. (LC/MS: Rt 2.98, [M+H]+ 368.15).

Sources & evidence

ORD record
ord-34a141a6b8ab41fea5625bdd8217fb79
Source dataset
uspto-grants-2011_07
Patent number
US07977477B2

Reaction notes

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