Sodium p-toluenesulfinate → HCID 73442307, compound

HRID 1049851Notes

Reaction equation

HRID 1049851 reaction equation
Br[C:2]1[NH:21][C:5]2[N:6]=[CH:7][N:8]=[C:9]([NH:10][C:11]3[CH:20]=[CH:19][C:14]4[NH:15][C:16](=[O:18])[S:17][C:13]=4[CH:12]=3)[C:4]=2[CH:3]=1.[CH3:22][C:23]1[CH:28]=[CH:27][C:26]([S:29]([O-:31])=[O:30])=[CH:25][CH:24]=1.[Na+]>>[CH3:22][C:23]1[CH:28]=[CH:27][C:26]([S:29]([C:2]2[NH:21][C:5]3[N:6]=[CH:7][N:8]=[C:9]([NH:10][C:11]4[CH:20]=[CH:19][C:14]5[NH:15][C:16](=[O:18])[S:17][C:13]=5[CH:12]=4)[C:4]=3[CH:3]=2)(=[O:31])=[O:30])=[CH:25][CH:24]=1

Participants

3

Reactant 2

HCID 2723791Sodium p-toluenesulfinateHCID 73442187HCID 73442187, compound

Product 1

HCID 73442307HCID 73442307, compound

Procedure

50 mg (138 μmol) 6-[(6-bromo-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]-1,3-benzothiazol-2(3H)-one (prepared according to example 8) were transformed in analogy to intermediate example 23 using sodium 4-methylbenzenesulfinate to give after working up and purification 6.7 mg (11%) of the title compound.

Workup

  1. customto give
  2. custompurification 6.7 mg (11%) of the title compound

Sources & evidence

ORD record
ord-1b9f8c03fa68436ebd0ff67312f63fb9
Source dataset
uspto-grants-2016_07
Patent number
US09382255B2

Reaction notes

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