HuagongsheHuagongshe Chemistry Print Report · For research reference only
(1H-indol-5-yl)methanamine → 2-[3-({[(2R)-1-Cyclopentylpyrrolidinyl]methyl}amino)-6-methyl-2-oxo-1(2H)-pyrazinyl]-N-(1H-indol-5-ylmethyl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (1H-indol-5-yl)methanamine | HCID 54791 | — |
| Reactant | 2-[3-({[(2R)-1-cyclopentylpyrrolidinyl]methyl}amino)6-methyl-2-oxo-1(2H)-pyrazinyl]acetic acid hydrochloride | HCID 69961888 | — |
| Product | Ammonia | HCID 222 | — |
| Product | 2-[3-({[(2R)-1-Cyclopentylpyrrolidinyl]methyl}amino)-6-methyl-2-oxo-1(2H)-pyrazinyl]-N-(1H-indol-5-ylmethyl)acetamide | HCID 59900526 | 16% |
Reaction Steps
The title compound was prepared from 2-[3-({[(2R)-1-cyclopentylpyrrolidinyl]methyl}amino)-6-methyl-2-oxo-1(2H)-pyrazinyl]acetic acid hydrochloride (preparation 145) and 1H-indol-5-ylmethylamine (preparation 8), following the procedure described in preparation 45. The crude product was purified by chromatography using a Biotage™ (KP-Sil™ 60 Å silica gel) cartridge and dichloromethane:methanol:0.88 ammonia (95:5:0.5) as eluant. The product was further purified using preparative tic and dichloromethane:methanol:0.88 ammonia (90:10:1) as eluant to afford the title compound, (11 mg, 16%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06417203B1 |
| Source dataset | uspto-grants-2002_07 |
| ORD ID | ord-665c6674ef8044a0b38fb65d5cd4cde8 |
| Source note | uspto-grants-2002_07 |