Hydrochloric Acid → HCID 53252265, compound

HRID 447171Notes

Reaction equation

HRID 447171 reaction equation
[O:1]=[C:2]([N:18]1[CH2:23][CH2:22][N:21]([C:24]2[S:25][C:26]3[CH:32]=[C:31]([C:33]4[CH:38]=[CH:37][C:36]([C:39]([F:42])([F:41])[F:40])=[CH:35][CH:34]=4)[CH:30]=[CH:29][C:27]=3[N:28]=2)[CH2:20][CH2:19]1)[C@@H:3]([NH:10]C(=O)OC(C)(C)C)[CH2:4][C:5]1[S:6][CH:7]=[CH:8][CH:9]=1.Cl.Cl.C(OCC)C>O1CCOCC1>[NH2:10][C@@H:3]([CH2:4][C:5]1[S:6][CH:7]=[CH:8][CH:9]=1)[C:2]([N:18]1[CH2:19][CH2:20][N:21]([C:24]2[S:25][C:26]3[CH:32]=[C:31]([C:33]4[CH:34]=[CH:35][C:36]([C:39]([F:41])([F:42])[F:40])=[CH:37][CH:38]=4)[CH:30]=[CH:29][C:27]=3[N:28]=2)[CH2:22][CH2:23]1)=[O:1]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 10953452Ether hydrochlorideHCID 67235968HCID 67235968, compound

Product 1

HCID 53252265HCID 53252265, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The (S)-tert-butyl 1-oxo-3-(thiophen-2-yl)-1-(4-(6-(4-(trifluoromethyl)phenyl)benzo[d]thiazol-2-yl)piperazin-1-yl)propan-2-ylcarbamate (96 mg) was dissolved in dry 1,4-dioxane (3 mL) and then HCl (4N in 1,4-dioxane, 1 mL) was added. The resulting mixture was stirred at room temperature overnight, then concentrated and chromatographed (93.5:6:0.5 DCM:MeOH:NH4OH) to yield a clear oil, which was added to 1N HCl/diethyl ether. The resulting white precipitate was collected by filtration to yield the title compound.

Workup

  1. concentrationconcentrated
  2. customchromatographed (93.5:6:0.5 DCM:MeOH:NH4OH)
  3. customto yield a clear oil, which
  4. filtrationThe resulting white precipitate was collected by filtration

Sources & evidence

ORD record
ord-a5fa01ff786e4ccab06a9c5e9a53317e
Source dataset
uspto-grants-2013_07
Patent number
US08481547B2

Reaction notes

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