Methanol → HCID 59198417, compound

HRID 1896510Notes

Reaction equation

HRID 1896510 reaction equation
[Br:1][C:2]1[C:7]2[NH:8][C:9]3[CH:10]=[CH:11][C:12]([F:15])=[CH:13][C:14]=3[C:6]=2[C:5](Cl)=[N:4][CH:3]=1.CO.[CH3:19][NH2:20]>>[Br:1][C:2]1[C:7]2[NH:8][C:9]3[CH:10]=[CH:11][C:12]([F:15])=[CH:13][C:14]=3[C:6]=2[C:5]([NH:20][CH3:19])=[N:4][CH:3]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 6329MethylamineHCID 59198464HCID 59198464, compound

Product 1

HCID 59198417HCID 59198417, compound

Conditions

Temperature
140 °C

Procedure

4-Bromo-1-chloro-8-fluoro-5H-pyrido[4,3-b]indole (150 mg, 0.501 mmol) was dissolved in methylamine in methanol (3 mL, 6.00 mmol) and heated to 140° C. in the microwave for six hours. The reaction mixture was concentrated in vacuo and purified on silica gel (0-20% ethyl acetate/hexanes gradient elution).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. custompurified on silica gel (0-20% ethyl acetate/hexanes gradient elution)

Sources & evidence

ORD record
ord-fbf9ed3a89d44991a1a5998b9985ab9c
Source dataset
uspto-grants-2013_08
Patent number
US08518964B2

Reaction notes

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