Ethanol → 4-Methyl-5-[5-[(4-methylpiperazin-1-yl)sulfonyl]-3-thienyl}-1,3-thiazol-2-amine

HRID 1360899Notes

Reaction equation

HRID 1360899 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([NH:22]C(=O)C)[S:5][C:6]=1[C:7]1[CH:11]=[C:10]([S:12]([N:15]2[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]2)(=[O:14])=[O:13])[S:9][CH:8]=1.CCO>Cl>[CH3:1][C:2]1[N:3]=[C:4]([NH2:22])[S:5][C:6]=1[C:7]1[CH:11]=[C:10]([S:12]([N:15]2[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]2)(=[O:14])=[O:13])[S:9][CH:8]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 11998679N-(4-methyl-5-{5-[(4-methylpiperazin-1-yl)sulfonyl]-3-thienyl}-1,3-thiazol-2-yl)acetamide

Product 1

HCID 119989084-Methyl-5-[5-[(4-methylpiperazin-1-yl)sulfonyl]-3-thienyl}-1,3-thiazol-2-amineYield 124%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
90 °C

Procedure

N-(4-methyl-5-{5-[(4-methylpiperazin-1-yl)sulfonyl]-3-thienyl}-1,3-thiazol-2-yl)acetamide (34) (978.5 mg; 2.44 mmol; 1 eq) is dissolved in hydrochloric acid 1.25 M in EtOH (39.09 ml; 1.25 M; 48.9 mmol; 20 eq). The mixture is stirred overnight at 90° C. It is cooled down to RT, filtrated, affording Compound (43) as a white solid (1084.3 mg; 91%).

Workup

  1. temperatureIt is cooled down to RT
  2. filtrationfiltrated

Sources & evidence

ORD record
ord-4a4ef8151ada4cb2b353775c322a40cc
Source dataset
uspto-grants-2011_02
Patent number
US07879888B2

Reaction notes

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