Hydrochloric Acid → HCID 67470549, compound

HRID 407940Notes

Reaction equation

HRID 407940 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([S:8]([CH3:11])(=[O:10])=[O:9])[CH:5]=[C:4]([F:12])[C:3]=1[NH:13][C@H:14]1[CH2:19][CH2:18][CH2:17][N:16]([CH:20]2[CH2:25][CH2:24][N:23](C(OC(C)(C)C)=O)[CH2:22][CH2:21]2)[C:15]1=[O:33].Cl.C(Cl)[Cl:36]>CO>[ClH:36].[F:12][C:4]1[CH:5]=[C:6]([S:8]([CH3:11])(=[O:10])=[O:9])[CH:7]=[C:2]([F:1])[C:3]=1[NH:13][C@H:14]1[CH2:19][CH2:18][CH2:17][N:16]([CH:20]2[CH2:21][CH2:22][NH:23][CH2:24][CH2:25]2)[C:15]1=[O:33]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 86688096HCID 86688096, compound

Product 1

HCID 67470549HCID 67470549, compoundYield 94.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A flask was charged with (S)-tert-butyl 3-(2,6-difluoro-4-(methylsulfonyl)phenylamino)-2-oxo-1,4′-bipiperidine-1′-carboxylate (1.2 g, 2.46 mmol), HCl (6.15 mL, 24.6 mmol), DCM (25 mL), and methanol (1 mL). The reaction mixture was stirred at ambient temperature overnight. The organic solvents were removed under reduced pressure to afford (S)-3-(2,6-difluoro-4-(methylsulfonyl)phenylamino)-[1,4′-bipiperidin]-2-one hydrochloride (0.986 g, 94.5% yield). Mass spectrum (apci) m/z=388.2 (M+H).

Workup

  1. customThe organic solvents were removed under reduced pressure

Sources & evidence

ORD record
ord-3775a3dce3e44713bbc7790d47c076d9
Source dataset
uspto-grants-2014_06
Patent number
US08754226B2

Reaction notes

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