Iodine → HCID 71254133, compound

HRID 1028318Notes

Reaction equation

HRID 1028318 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-b9039bad931d4431898be2c7d2a1e8c7
Source dataset
uspto-grants-2014_05
Patent number
US08735440B2

Reaction notes

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