Water → HCID 46843444, compound

HRID 533753Notes

Reaction equation

HRID 533753 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9](Cl)(=[O:11])=[O:10])=[CH:5][CH:4]=1.[Cl:13][C:14]1[CH:26]=[N:25][C:17]2[NH:18][C:19]3[CH2:24][CH2:23][NH:22][CH2:21][C:20]=3[C:16]=2[CH:15]=1.O>N1C=CC=CC=1>[Cl:13][C:14]1[CH:26]=[N:25][C:17]2[NH:18][C:19]3[CH2:24][CH2:23][N:22]([S:9]([C:6]4[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=4)(=[O:11])=[O:10])[CH2:21][C:20]=3[C:16]=2[CH:15]=1

Participants

5

Reactant 3

HCID 962WaterHCID 74014-Methoxybenzenesulfonyl chlorideHCID 66677239HCID 66677239, compound

Product 1

HCID 46843444HCID 46843444, compoundYield 67.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4-Methoxybenzenesulfonyl chloride (0.04 mL, 0.26 mmol) was added to a solution of 3-chloro-6,7,8,9-tetrahydro-5H-dipyrido[2,3-b;3′,4′-d]pyrrole (50 mg, 0.24 mmol) in pyridine (2 mL), and the reaction was stirred overnight at room temperature. The reaction mixture was added to water (20 mL), and the resulting precipitate was filtered and dried under vacuum to provide 39 (61 mg, 67% yield) as a yellow solid. LC-MS (M+H=379, obsd.=379).

Workup

  1. filtrationthe resulting precipitate was filtered
  2. customdried under vacuum

Sources & evidence

ORD record
ord-e94d1775bd874b0d888da35f0baeb460
Source dataset
uspto-grants-2014_10
Patent number
US08853391B2

Reaction notes

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