1-(2-Aminoethyl)-4-(2-methoxyphenyl)piperazine → HCID 178489562, compound

HRID 325079Notes

Reaction equation

HRID 325079 reaction equation
[C:1]([NH:6][C:7]1[S:18][C:10]2[CH2:11][N:12]([C:15](=[O:17])[CH3:16])[CH2:13][CH2:14][C:9]=2[C:8]=1[C:19]([O:21]CC)=O)([O:3]CC)=O.[NH2:24][CH2:25][CH2:26][N:27]1[CH2:32][CH2:31][N:30]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=2[O:39][CH3:40])[CH2:29][CH2:28]1>>[OH:3][C:1]1[N:24]([CH2:25][CH2:26][N:27]2[CH2:28][CH2:29][N:30]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=3[O:39][CH3:40])[CH2:31][CH2:32]2)[C:19](=[O:21])[C:8]2[C:9]3[CH2:14][CH2:13][N:12]([C:15](=[O:17])[CH3:16])[CH2:11][C:10]=3[S:18][C:7]=2[N:6]=1

Participants

3

Reactant 2

HCID 103991861-(2-Aminoethyl)-4-(2-methoxyphenyl)piperazineHCID 224646792-Carboethoxyamino-3-carboethoxy-6-acetyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine

Product 1

HCID 178489562HCID 178489562, compound

Procedure

2.5 g (7.3 mmol) of 2-carboethoxyamino-3-carboethoxy-6-acetyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine were heated with 1.7 g (7.3 mmol) of 1-(2-aminoethyl)-4-(2-methoxyphenyl)piperazine at 180° C. for 2 h under nitrogen while stirring the melt efficiently. After cooling, the crude product was purified by column chromatography (silica gel, mobile phase methylene chloride/ methanol 95/5). 0.7 g (20%) of product with melting point 135-137° C. was isoldted.

Workup

  1. temperatureAfter cooling
  2. customthe crude product was purified by column chromatography (silica gel, mobile phase methylene chloride/ methanol 95/5)

Sources & evidence

ORD record
ord-4738d1e7e65249c78f373951d19c4723
Source dataset
uspto-grants-2001_04
Patent number
US06222034B1

Reaction notes

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