4-Toluenesulfonyl chloride → HCID 57749138, compound

HRID 1874341Notes

Reaction equation

HRID 1874341 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([O:8][C:9]2[CH:10]=[CH:11][C:12]([F:25])=[C:13]([NH:15][C:16]([C:18]3[N:22]([CH3:23])[N:21]=[C:20]([CH3:24])[CH:19]=3)=[O:17])[CH:14]=2)=[CH:4][CH:3]=1.[C:26]1([CH3:36])[CH:31]=[CH:30][C:29]([S:32](Cl)(=[O:34])=[O:33])=[CH:28][CH:27]=1>N1C=CC=CC=1>[F:25][C:12]1[CH:11]=[CH:10][C:9]([O:8][C:5]2[CH:6]=[N:7][C:2]([NH:1][S:32]([C:29]3[CH:30]=[CH:31][C:26]([CH3:36])=[CH:27][CH:28]=3)(=[O:34])=[O:33])=[CH:3][CH:4]=2)=[CH:14][C:13]=1[NH:15][C:16]([C:18]1[N:22]([CH3:23])[N:21]=[C:20]([CH3:24])[CH:19]=1)=[O:17]

Participants

4

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 57749147HCID 57749147, compound

Product 1

HCID 57749138HCID 57749138, compoundYield 81.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In the same manner as in Reference Example 4 and using N-{5-[(6-aminopyridin-3-yl)oxy]-2-fluorophenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide (6.20 g, 18.1 mmol), p-toluenesulfonyl chloride (3.80 g, 19.9 mmol) and pyridine (20 mL) as starting materials, the title compound (7.27 g, 81%) was obtained as a white solid.

Sources & evidence

ORD record
ord-05ace90a79314fa080f8fecc4c5016e2
Source dataset
uspto-grants-2012_11
Patent number
US08304557B2

Reaction notes

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