HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3-methyl-1H-indol-5-yl)methanamine → Ammonia
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3-methyl-1H-indol-5-yl)methanamine | HCID 18470813 | — |
| Reactant | 2-[3-({[(2R)-1-isobutylpyrrolidinyl]methyl}amino)-6-methyl-2-oxo-1(2H)-pyrazinyl]acetic acid hydrochloride | HCID 69964385 | — |
| Product | Ammonia | HCID 222 | — |
| Product | 2-[3-({[(2R)-1-isobutylpyrrolidinyl]methyl}amino)-6-methyl-2-oxo-1(2H)-pyrazinyl]-N-[(3-methyl-1H-indol-5-yl)methyl]acetamide | HCID 59900537 | — |
Reaction Steps
The title compound was prepared by a similar method to preparation 49 from 2-[3-({[(2R)-1-isobutylpyrrolidinyl]methyl}amino)-6-methyl-2-oxo-1(2H)-pyrazinyl]acetic acid hydrochloride [see preparation 62] and (3-methyl-1H-indol-5-yl)methylamine (72 mg, 0.45 mmol) [see preparation 36]. The crude product was purified by column chromatography on silica gel using dichloromethane:methanol:0.88 ammonia (92:7:1) as the eluant, to afford the product as a foam. This was dissolved in methanol (5 ml) and hydrochloric acid (1M, 0.58 ml, 0.58 mmol), to afford the product, (56%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06417203B1 |
| Source dataset | uspto-grants-2002_07 |
| ORD ID | ord-417a65cc834d44eeb24042d7b0015cb7 |
| Source note | uspto-grants-2002_07 |