Hydrochloric Acid → HCID 86711633, compound

HRID 527362Notes

Reaction equation

HRID 527362 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([S:15]([CH3:20])(=[N:17][C:18]#[N:19])=[O:16])=[CH:11][C:10]=1[F:21])(C)(C)C.Cl.C(OCC)(=O)C>ClCCl>[F:21][C:10]1[CH:11]=[C:12]([S:15]([CH3:20])(=[N:17][C:18]#[N:19])=[O:16])[CH:13]=[CH:14][C:9]=1[CH2:8][NH2:7]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 86711632HCID 86711632, compound

Product 1

HCID 86711633HCID 86711633, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of (2-fluoro-4-(N-cyano-S-methylsulfonimidoyl)-benzyl)-carbamic acid tert-butyl ester (preparation 18c, 2.20 g, 6.38 mmol) in dichloromethane (20 mL) is cooled at 0° C. and treated with a solution of hydrogen chloride in ethyl acetate (4 M, 16 mL, 64 mmol). After 2 h all volatiles are removed under reduced pressure and the residue is purifed by preparative reversed phase HPLC (Gemini, gradient of acetonitrile in water, 0.04% NH3). ESI mass spectrum: [M+H]+=228; r.t. HPLC: 2.16 min (0-30AB).

Workup

  1. customAfter 2 h all volatiles are removed under reduced pressure
  2. customr.t
  3. custom2.16 min (0-30AB)

Sources & evidence

ORD record
ord-db8af63999554867a7b2fa89c607be44
Source dataset
uspto-grants-2016_05
Patent number
US09346794B1

Reaction notes

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