1-Amino-3-methoxy-3-methylbutan-2-ol → HCID 178495083, compound

HRID 340169Notes

Reaction equation

HRID 340169 reaction equation
[C:1]([O:5][C:6](=[O:23])[NH:7][C@H:8]1[CH2:13][C@@H:12]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[C:15]=2[F:21])[CH2:11][NH:10][C:9]1=S)([CH3:4])([CH3:3])[CH3:2].[NH2:24][CH2:25][CH:26]([OH:32])[C:27]([O:30][CH3:31])([CH3:29])[CH3:28]>C(O)C.[Hg](Cl)Cl>[F:21][C:15]1[C:16]([F:20])=[CH:17][CH:18]=[CH:19][C:14]=1[C@H:12]1[CH2:11][NH:10][C:9](=[N:24][CH2:25][CH:26]([OH:32])[C:27]([O:30][CH3:31])([CH3:29])[CH3:28])[C@@H:8]([NH:7][C:6](=[O:23])[O:5][C:1]([CH3:4])([CH3:3])[CH3:2])[CH2:13]1

Participants

5

Reactant 2

HCID 552850861-Amino-3-methoxy-3-methylbutan-2-olHCID 86698227tert-butyl[(3S,5S)-5-(2,3-difluorophenyl)-2-thioxopiperidin-3-yl]carbamate

Product 1

HCID 178495083HCID 178495083, compound

Reagents, catalysts & solvents 2

HCID 24085Mercuric ChlorideCatalystHCID 702EthanolSolvent

Procedure

To a solution of tert-butyl[(3S,5S)-5-(2,3-difluorophenyl)-2-thioxopiperidin-3-yl]carbamate (400 mg, 1.17 mmol) in ethanol (11.7 mL) was added 1-amino-3-methoxy-3-methylbutan-2-ol (389 mg, 2.92 mmol) and mercury (II) chloride (412 mg, L52 mmol). The mixture was stirred 20 min, filtered, and concentrated giving the crude title compound. MS 442.2 (M+1).

Workup

  1. filtrationfiltered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-3334a50e98e9469584a10d276843e764
Source dataset
uspto-grants-2014_11
Patent number
US08895572B2

Reaction notes

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