Hydrochloric Acid → HCID 67236086, compound

HRID 447154Notes

Reaction equation

HRID 447154 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:11][C:12]([C:14]2[CH:41]=[CH:40][C:17]3[N:18]=[C:19]([N:21]4[CH2:26][CH2:25][N:24]([C:27](=[O:39])[C@@H:28]([NH:31]C(=O)OC(C)(C)C)[CH2:29][CH3:30])[CH2:23][CH2:22]4)[S:20][C:16]=3[CH:15]=2)=[O:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[ClH:42]>O1CCOCC1>[ClH:42].[NH2:31][C@@H:28]([CH2:29][CH3:30])[C:27]([N:24]1[CH2:25][CH2:26][N:21]([C:19]2[S:20][C:16]3[CH:15]=[C:14]([C:12]([NH:11][C:5]4[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=4)=[O:13])[CH:41]=[CH:40][C:17]=3[N:18]=2)[CH2:22][CH2:23]1)=[O:39]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67236963HCID 67236963, compound

Product 1

HCID 67236086HCID 67236086, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

The (S)-tert-butyl 1-(4-(6-(3,4-dimethoxyphenylcarbamoyl)benzo[d]thiazol-2-yl)piperazin-1-yl)-1-oxobutan-2-ylcarbamate (142.8 mg, 0.245 mmol) was dissolved in p-dioxane (3 mL), treated with 4N hydrogen chloride in 1,4-dioxane (3 mL, 12.0 mmol) and the resulting mixture was stirred at room temperature for 5.5 h. The resulting heterogenous mixture was concentrated under high vacuum, then covered with diethyl ether and placed under high vacuum for 2 d to yield the title compound as a pale yellow powder.

Workup

  1. concentrationThe resulting heterogenous mixture was concentrated under high vacuum
  2. waitplaced under high vacuum for 2 d

Sources & evidence

ORD record
ord-82991ae71b8745099215a0525a8ea46d
Source dataset
uspto-grants-2013_07
Patent number
US08481547B2

Reaction notes

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