1-Methylpiperazine → HCID 24825897, compound

HRID 2102842Notes

Reaction equation

HRID 2102842 reaction equation
Cl[C:2]1[C:3]2[S:11][C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[C:4]=2[N:5]=[C:6]([NH2:8])[N:7]=1.[CH3:16][N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1>CCO>[CH3:16][N:17]1[CH2:22][CH2:21][N:20]([C:2]2[C:3]3[S:11][C:10]4[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=4[C:4]=3[N:5]=[C:6]([NH2:8])[N:7]=2)[CH2:19][CH2:18]1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 86617827HCID 86617827, compound

Product 1

HCID 24825897HCID 24825897, compoundYield 26%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of crude 4-chloro-benzo[4,5]thieno[3,2-d]pyrimidin-2-ylamine (30 mg, 0.13 mmol) and N-methyl piperizine (0.03 mL, 0.27 mmol) in EtOH was heated at 70° C. for 1 h. The mixture was cooled to rt and concentrated and the crude residue purified by FCC to yield a white solid (9.8 mg, 26%). MS: 300.4. 1H NMR (CDCl3): 8.34-8.27 (m, 1H), 7.81-7.75 (m, 1H), 7.57-7.51 (m, 1H), 7.48-7.43 (m, 1H), 4.85 (s, 2H), 3.98 (t, J=4.9 Hz, 4H), 2.56 (t, J=4.9 Hz, 4H), 2.37 (s, 3H).

Workup

  1. concentrationconcentrated
  2. customthe crude residue purified by FCC

Sources & evidence

ORD record
ord-8450fe6a8b634303a4c07b5fd77a15f7
Source dataset
uspto-grants-2009_08
Patent number
US07576092B2

Reaction notes

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