Water → HCID 87685592, compound

HRID 2362398Notes

Reaction equation

HRID 2362398 reaction equation
BrC1C=[C:4]([C@@H:8]2[C@@H:12]([C:13]3[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:14]=3F)[O:11][C:10](=[O:21])[NH:9]2)C=NC=1.Cl.Cl.N[C@H](C1[N:40]=[C:39]([Cl:41])[CH:38]=[CH:37][N:36]=1)[C@@H](C1C=CC=C(F)C=1)O.O.C(O)(C(F)(F)F)=O>CC#N>[Cl:41][C:39]1[CH:38]=[CH:37][N:36]=[C:4]([C@@H:8]2[C@@H:12]([C:13]3[CH:14]=[CH:15][CH:16]=[C:17]([F:19])[CH:18]=3)[O:11][C:10](=[O:21])[NH:9]2)[N:40]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 69083834HCID 69083834, compoundHCID 89123990HCID 89123990, compound

Product 1

HCID 87685592HCID 87685592, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Prepared according to the same procedure as (4R,5R)-4-(5-bromopyridin-3-yl)-5-(2,5-difluorophenyl)oxazolidin-2-one, starting with (1R,2R)-2-amino-2-(4-chloropyrimidin-2-yl)-1-(3-fluorophenyl)ethanol 2HCl, Analytical HPLC method: Phenomenex LUNA C18, 50×2 3μ, A=90% H2O/10% CH3CN, B=90% CH3CN/10% H2O, Modifier 0.1% TFA, 0.00 min=0% B, 4.0 min=100% B, 5.0 min=100% B, Flow rate=0.8 mL/min., TR=2.483 min, Mass spec.: 294.1 (MH)+.

Workup

  1. customPrepared
  2. custom=2.483 min, Mass spec

Sources & evidence

ORD record
ord-79f95f3608c1454ca4565fd420917cc0
Source dataset
uspto-grants-2014_04
Patent number
US08691821B2

Reaction notes

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