Iodine → HCID 71254133, compound

HRID 332109Notes

Reaction equation

HRID 332109 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]1[CH:11]=[N:12][C:13]([CH:15]=O)=[CH:14][C:5]2=1.[OH-].[NH4+:18].II.[O-]S([O-])(=S)=O.[Na+].[Na+]>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]1[CH:11]=[N:12][C:13]([C:15]#[N:18])=[CH:14][C:5]2=1

Participants

6

Reactant 4

HCID 807IodineHCID 14923Ammonium HydroxideHCID 24477Sodium ThiosulfateHCID 86676795HCID 86676795, compound

Product 1

HCID 71254133HCID 71254133, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

6-bromo-9H-pyrido[3,4-b]indole-3-carbaldehyde (30 mg, 0.11 mmol) was suspended in 100 ul of THF. Ammonium hydroxide (1 mL) and iodine (31 mg, 0.12 mmol) were added and the mixture was stirred at room temperature for 1 hour. Upon completion, Na2S2O3 (5 ml) was added and was extracted 3× with diethyl ether. Material was used in the next step without further purification.

Workup

  1. extractionwas extracted 3× with diethyl ether
  2. customMaterial was used in the next step without further purification

Sources & evidence

ORD record
ord-5710a4eee41b4cb38be6379a671a3e66
Source dataset
uspto-grants-2014_11
Patent number
US08877797B2

Reaction notes

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