1-Methylpiperazine → HCID 10133945, compound

HRID 1245830Notes

Reaction equation

HRID 1245830 reaction equation
[NH2:1][C:2]([NH:4][C:5]1[S:6][C:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH:19]=O)=[CH:8][C:9]=1[C:10]([NH2:12])=[O:11])=[O:3].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[CH3:35][N:36]1[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]1>O1CCCC1>[NH2:1][C:2]([NH:4][C:5]1[S:6][C:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH2:19][N:39]2[CH2:40][CH2:41][N:36]([CH3:35])[CH2:37][CH2:38]2)=[CH:8][C:9]=1[C:10]([NH2:12])=[O:11])=[O:3]

Participants

5

Reactant 3

HCID 531671-MethylpiperazineHCID 5049666Sodium triacetoxyborohydrideHCID 21914464HCID 21914464, compound

Product 1

HCID 10133945HCID 10133945, compoundYield 54.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-[(Aminocarbonyl)amino]-5-[2-formylphenyl]-3-thiophenecarboxamide (0.1 g) and sodium tri-acetoxy borohydride (0.1 g) were mixed with tetrahydrofuran (10 ml). N-Methylpiperazine (0.04 g) was added and the mixture stirred at room temperature for 18 h. Separation was achieved using cation exchange chromatography eluting with ammonia/methanol/dichloromethane mixtures. This gave the title compound (0.07 g).

Workup

  1. customSeparation
  2. washeluting with ammonia/methanol/dichloromethane mixtures

Sources & evidence

ORD record
ord-8df1f2305226437184ac69a32c87ae58
Source dataset
uspto-grants-2006_10
Patent number
US07125896B2

Reaction notes

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