5-Chloro-1,3-Dimethyl-1H-Pyrazole-4-Sulfonamide → N-[7-(o-Tolylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidine-3-carbonyl]-5-chloro-1,3-dimethyl-1H-pyrazole-4-sulfonamide

HRID 1026954Notes

Reaction equation

HRID 1026954 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]1[N:14]2[N:15]=[CH:16][C:17]([C:18]([OH:20])=O)=[C:13]2[N:12]=[CH:11][C:10]=1[C:21]([N:23]1[CH2:28][CH2:27][CH:26]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:25][CH2:24]1)=[O:22].[Cl:35][C:36]1[N:40]([CH3:41])[N:39]=[C:38]([CH3:42])[C:37]=1[S:43]([NH2:46])(=[O:45])=[O:44]>>[C:2]1([CH3:1])[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]1[N:14]2[N:15]=[CH:16][C:17]([C:18]([NH:46][S:43]([C:37]3[C:38]([CH3:42])=[N:39][N:40]([CH3:41])[C:36]=3[Cl:35])(=[O:45])=[O:44])=[O:20])=[C:13]2[N:12]=[CH:11][C:10]=1[C:21]([N:23]1[CH2:28][CH2:27][CH:26]([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH2:25][CH2:24]1)=[O:22]

Participants

3

Reactant 2

HCID 14862095-Chloro-1,3-Dimethyl-1H-Pyrazole-4-SulfonamideHCID 675406217-(2-Methylphenylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid

Product 1

HCID 67540649N-[7-(o-Tolylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidine-3-carbonyl]-5-chloro-1,3-dimethyl-1H-pyrazole-4-sulfonamideYield 90%

Procedure

In the same manner as in Example 1, step 6 and using 7-(2-methylphenylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (0.08 g, 0.18 mmol) obtained in Example 39, step 2 and 5-chloro-1,3-dimethyl-1H-pyrazole-4-sulfonamide (0.18 g, 0.88 mmol), the title compound (0.10 g, 90%) was obtained.

Sources & evidence

ORD record
ord-abe93a81b8b34696a5da4a9592e3da15
Source dataset
uspto-grants-2014_05
Patent number
US08729264B2

Reaction notes

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