1-Methylhomopiperazine → HCID 25020558, compound

HRID 907289Notes

Reaction equation

HRID 907289 reaction equation
[CH:1]1([NH:4][C:5](=[O:30])[C:6]2[CH:11]=[CH:10][C:9]([CH3:12])=[C:8]([C:13]3[CH:14]=[C:15]4[C:20](=[CH:21][CH:22]=3)[C:19](=[O:23])[N:18]([CH2:24][CH:25]3[CH2:27][CH2:26]3)[CH:17]=[C:16]4[CH:28]=O)[CH:7]=2)[CH2:3][CH2:2]1.[CH3:31][N:32]1[CH2:38][CH2:37][CH2:36][NH:35][CH2:34][CH2:33]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCl>[CH:1]1([NH:4][C:5](=[O:30])[C:6]2[CH:11]=[CH:10][C:9]([CH3:12])=[C:8]([C:13]3[CH:14]=[C:15]4[C:20](=[CH:21][CH:22]=3)[C:19](=[O:23])[N:18]([CH2:24][CH:25]3[CH2:26][CH2:27]3)[CH:17]=[C:16]4[CH2:28][N:35]3[CH2:36][CH2:37][CH2:38][N:32]([CH3:31])[CH2:33][CH2:34]3)[CH:7]=2)[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 2283491-MethylhomopiperazineHCID 5049666Sodium triacetoxyborohydrideHCID 57551737HCID 57551737, compound

Product 1

HCID 25020558HCID 25020558, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The product of step iii) (0.1 g) was dissolved in dichloromethane (10 mL) and 1-methyl-1,4-diazepane (0.062 mL) added. The mixture was stirred at room temperature for 5 minutes then sodium triacetoxyborohydride (0.16 g) was added. The mixture was allowed to stand and the solvent allowed to evaporate. Methanol (5 mL) was added and the solution purified directly by HPLC to give the title compound as a solid (30 mg).

Workup

  1. customto evaporate
  2. additionMethanol (5 mL) was added
  3. customthe solution purified directly by HPLC

Sources & evidence

ORD record
ord-85cf198a636e47bf99a7baea64876666
Source dataset
uspto-grants-2011_09
Patent number
US08012979B2

Reaction notes

Loading…