Potassium Iodide → HCID 58985536, compound

HRID 1169784Notes

Reaction equation

HRID 1169784 reaction equation
[CH:1]1([NH:7][C:8]2[C:13]([C:14]3[N:15]=[N:16][NH:17][N:18]=3)=[CH:12][N:11]=[C:10]([NH:19][C:20]3[CH:25]=[CH:24][C:23]([S:26]([CH3:34])(=[N:28][C:29]([O:31][CH2:32][CH3:33])=[O:30])=[O:27])=[CH:22][CH:21]=3)[N:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:35](Br)[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>CC(=O)CC>[CH2:35]([N:17]1[N:16]=[N:15][C:14]([C:13]2[C:8]([NH:7][CH:1]3[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]3)=[N:9][C:10]([NH:19][C:20]3[CH:25]=[CH:24][C:23]([S:26]([CH3:34])(=[N:28][C:29]([O:31][CH2:32][CH3:33])=[O:30])=[O:27])=[CH:22][CH:21]=3)=[N:11][CH:12]=2)=[N:18]1)[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 16202183HCID 16202183, compound

Product 1

HCID 58985536HCID 58985536, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

50 mg (0.1 mmol) (RS)—S-(4-{[4-(cyclohexylamino)-5-(2H-tetrazol-5-yl)-pyrimidine-2-yl]amino}phenyl)-N-(ethoxycarbonyl)-S-methylsulfoximide, 18 mg (0.1 mmol) benzyl bromide, 71 mg (0.51 mmol) potassium carbonate and 17 mg (0.1 mmol) potassium iodide in 1.6 ml 2-butanone are stirred for 6 hours at 80° C. After cooling, the mixture is absorbed onto silica gel and purified chromatographically (DCM/EtOH 95:5). 43 mg (0.07 mmol; corresponding to 73% of theory) of the product is obtained.

Workup

  1. temperatureAfter cooling
  2. customthe mixture is absorbed onto silica gel
  3. custompurified chromatographically (DCM/EtOH 95:5)
  4. custom43 mg (0.07 mmol; corresponding to 73% of theory) of the product is obtained

Sources & evidence

ORD record
ord-7add784b76ea4c1aa6cb427e8ff7b6ca
Source dataset
uspto-grants-2010_11
Patent number
US07825128B2

Reaction notes

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