Hydrochloric Acid → HCID 28286934, compound

HRID 900824Notes

Reaction equation

HRID 900824 reaction equation
OC(C(F)(F)F)=O.[C:8]1([N:14]2[CH2:19][CH2:18][N:17]([CH2:20][C:21]3[N:22]=[C:23]([NH:26]C(=O)C)[S:24][CH:25]=3)[CH2:16][CH2:15]2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.Cl>C1COCC1>[C:8]1([N:14]2[CH2:19][CH2:18][N:17]([CH2:20][C:21]3[N:22]=[C:23]([NH2:26])[S:24][CH:25]=3)[CH2:16][CH2:15]2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131726832HCID 131726832, compound

Product 1

HCID 28286934HCID 28286934, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of N-(4-((4-phenylpiperazin-1-yl)methyl) thiazol-2-yl)acetamide TFA salt (30 mg, 0.07 mmol) in THF (2 ml) was added 6N hydrochloric acid (2 ml). The reaction was heated at reflux for 2.5 hours, and then stirred at room temperature overnight. The reaction mixture was concentrated under vacuum to give the hydrochloride salt of 4-((4-phenylpiperazin-1-yl)methyl)thiazol-2-amine 94a as a tan solid, 20 mg (92% yield). LC/MS m/z 275.24 (M+H)+); HPLC Rt: 0.77 min.

Workup

  1. temperatureThe reaction was heated
  2. temperatureat reflux for 2.5 hours
  3. concentrationThe reaction mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-eb7385d645df4615a0a1c8b74dc52a82
Source dataset
uspto-grants-2008_04
Patent number
US07361654B2

Reaction notes

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