Water → HCID 178487289, compound

HRID 538080Notes

Reaction equation

HRID 538080 reaction equation
FC(F)(F)C(O)=O.C(OC([N:15]1[CH2:20][CH2:19][N:18]([C:21]([C@H:23]2[CH2:28][CH2:27][C@H:26]([CH2:29][N:30]3[C:34]4[CH:35]=[C:36]([O:39][CH3:40])[CH:37]=[CH:38][C:33]=4[N:32]([CH3:41])[C:31]3=[O:42])[CH2:25][CH2:24]2)=[O:22])[CH2:17][CH2:16]1)=O)(C)(C)C.O>C(Cl)Cl>[CH3:40][O:39][C:36]1[CH:37]=[CH:38][C:33]2[N:32]([CH3:41])[C:31](=[O:42])[N:30]([CH2:29][C@H:26]3[CH2:27][CH2:28][C@H:23]([C:21]([N:18]4[CH2:17][CH2:16][NH:15][CH2:20][CH2:19]4)=[O:22])[CH2:24][CH2:25]3)[C:34]=2[CH:35]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 178487291HCID 178487291, compound

Product 1

HCID 178487289HCID 178487289, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoro acetic acid (8 ml) was added to a solution of trans-4-[4-(6-Methoxy-3-methyl-2-oxo-2,3-dihydro-benzoimidazol-1-ylmethyl)-cyclohexanecarbonyl]-piperazine-1-carboxylic acid tert-butyl ester in DCM (19 ml). The solution was stirred at room temperature overnight and then 10 ml of water were added. The mixture was concentrated under reduced pressure and DCM (20 ml) were added. The organic solution was washed with a saturated solution of NaHCO3 (2×20 ml), dried over Na2SO4, filtered and the solvent evaporated to give the titled compound

Workup

  1. concentrationThe mixture was concentrated under reduced pressure and DCM (20 ml)
  2. additionwere added
  3. washThe organic solution was washed with a saturated solution of NaHCO3 (2×20 ml)
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. customthe solvent evaporated

Sources & evidence

ORD record
ord-cad873a1b0604ff5bec90fe1d7ef3a79
Source dataset
uspto-grants-2014_10
Patent number
US08865704B2

Reaction notes

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