Hydrochloric Acid → Hydrochloric Acid

HRID 2196346Notes

Reaction equation

HRID 2196346 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:21])=[C:6]([C@@:8]([NH:14]S(C(C)(C)C)=O)([CH2:12][OH:13])[CH:9]([F:11])[F:10])[CH:7]=1.[ClH:22].CC(O)C>C(Cl)Cl>[NH2:14][C@@:8]([C:6]1[CH:7]=[C:2]([Br:1])[CH:3]=[CH:4][C:5]=1[F:21])([CH:9]([F:10])[F:11])[CH2:12][OH:13].[ClH:22]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 66666158HCID 66666158, compound

Product 2

HCID 313Hydrochloric AcidHCID 66666098HCID 66666098, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of 2-methyl-propane-2-sulfinic acid [(R)-1-(5-bromo-2-fluoro-phenyl)-2,2-difluoro-1-hydroxymethyl-ethyl]-amide (10 g, 25.76 mmol) in DCM (100 ml) was added under argon a 30% HCl in IPA solution (10 ml, 91.6 mmol) below 25° C. After stirring for 30 min at 25° C., cooled down to −10° C., filtered and dried to provide the title compound HCl salt as white crystals: ESIMS: 284, 286 [(M+H)+], 1H NMR (400 MHz, DMSO-d6): δ 9.42 (b, 3H), 7.84 (m, 1H), 7.74 (m, 1H), 7.35 (dd, 1H), 6.68 (t, 1H), 4.03 (m, 2H).

Workup

  1. temperaturecooled down to −10° C.
  2. filtrationfiltered
  3. customdried

Sources & evidence

ORD record
ord-dff84e0584034ef9ac1bd853cf7b5868
Source dataset
uspto-grants-2012_12
Patent number
US08338413B1

Reaction notes

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