Hydrochloric Acid → [6-[(4-Chlorophenylsulfonyl)(2,5-difluorophenyl)methyl]pyridin-3-yl]methylamine hydrochloride

HRID 2080404Notes

Reaction equation

HRID 2080404 reaction equation
C(OC(=O)[N:7]([CH2:15][C:16]1[CH:17]=[N:18][C:19]([CH:22]([S:31]([C:34]2[CH:39]=[CH:38][C:37]([Cl:40])=[CH:36][CH:35]=2)(=[O:33])=[O:32])[C:23]2[CH:28]=[C:27]([F:29])[CH:26]=[CH:25][C:24]=2[F:30])=[CH:20][CH:21]=1)C(OC(C)(C)C)=O)(C)(C)C.Cl>C(O)C>[ClH:40].[Cl:40][C:37]1[CH:38]=[CH:39][C:34]([S:31]([CH:22]([C:23]2[CH:28]=[C:27]([F:29])[CH:26]=[CH:25][C:24]=2[F:30])[C:19]2[N:18]=[CH:17][C:16]([CH2:15][NH2:7])=[CH:21][CH:20]=2)(=[O:33])=[O:32])=[CH:35][CH:36]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59750714tert-Butyl [[6-[(4-chlorophenylsulfonyl)(2,5-difluorophenyl)methyl]pyridin-3-yl]methyl]-N-(tert-butoxycarbonyl)carbamate

Product 1

HCID 23114616[6-[(4-Chlorophenylsulfonyl)(2,5-difluorophenyl)methyl]pyridin-3-yl]methylamine hydrochlorideYield 200%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To an ethanol (2 ml) solution of t-butyl[[6-[(4-chlorophenylsulfonyl)(2,5-difluorophenyl)methyl]pyridin-3-yl]methyl]-N-(t-butoxycarbonyl)carbamate (70 mg, 0.115 mmol) was added concentrated hydrochloric acid (2 ml). The resulting mixture was stirred at room temperature for 3 hours. The reaction mixture was concentrated under reduced pressure. To the residue thus obtained was added ethanol. The resulting mixture was concentrated under reduced pressure to give the title compound (51 mg, 0.115 mmol, 100%) as a white powder.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customTo the residue thus obtained
  3. concentrationThe resulting mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c0508fe4eefd42febca6ce561eda531a
Source dataset
uspto-grants-2011_04
Patent number
US07932271B2

Reaction notes

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