Hydrochloric Acid → 2-(5-Chloro-2-phenyl-1-benzothiophen-3-yl)-1-ethanamine Hydrochloride

HRID 1242682Notes

Reaction equation

HRID 1242682 reaction equation
B#B.[Cl:3][C:4]1[CH:5]=[CH:6][C:7]2[S:11][C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[C:9]([CH2:18][C:19]#[N:20])[C:8]=2[CH:21]=1.Cl>O1CCCC1>[ClH:3].[Cl:3][C:4]1[CH:5]=[CH:6][C:7]2[S:11][C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[C:9]([CH2:18][CH2:19][NH2:20])[C:8]=2[CH:21]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6328200DiboronHCID 219172462-(5-Chloro-2-phenyl-1-benzothiophen-3-yl)acetonitrile

Product 1

HCID 124121842-(5-Chloro-2-phenyl-1-benzothiophen-3-yl)-1-ethanamine Hydrochloride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3 eq. of diborane in tetrahydrofuran and 1 eq. of the nitrile obtained in Step D are introduced into a 100 ml round-bottomed flask, and the mixture is then heated at reflux for 2 hours. After cooling, 15 eq. of 6M HCl are added and the tetrahydrofuran is evaporated off under reduced pressure. The precipitate formed is filtered off and recrystallised.

Workup

  1. temperaturethe mixture is then heated
  2. temperatureat reflux for 2 hours
  3. temperatureAfter cooling
  4. customthe tetrahydrofuran is evaporated off under reduced pressure
  5. customThe precipitate formed
  6. filtrationis filtered off
  7. customrecrystallised

Sources & evidence

ORD record
ord-ea530fb2e04645bdaa460681da639b7a
Source dataset
uspto-grants-2006_10
Patent number
US07115752B2

Reaction notes

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