Butylamine → HCID 56595318, compound

HRID 1896513Notes

Reaction equation

HRID 1896513 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.[CH2:17]([NH2:21])[CH2:18][CH2:19][CH3:20]>>[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:21][CH2:17][CH2:18][CH2:19][CH3:20])=[N:4][CH:3]=1

Participants

3

Reactant 2

HCID 8007ButylamineHCID 59198464HCID 59198464, compound

Product 1

HCID 56595318HCID 56595318, compound

Conditions

Temperature
100 °C

Procedure

4-Bromo-1-chloro-8-fluoro-5H-pyrido[4,3-b]indole (150 mg, 0.501 mmol) was suspended in n-butylamine (36.1 mg, 0.501 mmol) and heated to 100° C. for 48 hr. After cooling to ambient temperature, the crude reaction mixture was loaded directly onto silica gel for purification (EtOAc/hexanes). The intermediate was processed according to the general procedures outlined in Example 1 Steps E and F to provide the title compound.

Workup

  1. temperatureAfter cooling to ambient temperature
  2. customthe crude reaction mixture
  3. customwas loaded directly onto silica gel for purification (EtOAc/hexanes)

Sources & evidence

ORD record
ord-b308a86cbcce41519d17fe686464b8aa
Source dataset
uspto-grants-2013_08
Patent number
US08518964B2

Reaction notes

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