HuagongsheHuagongshe Chemistry Print Report · For research reference only
Glycine, N-methyl-, methyl ester, hydrochloride (1:1) → Methyl 2-(1-(5-bromopyrimidin-2-yl)-N-methyl-3-(methylthio)-1H-indole-6-carboxamido)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Glycine, N-methyl-, methyl ester, hydrochloride (1:1) | HCID 83544 | — |
| Reactant | 1-(5-Bromopyrimidin-2-yl)-3-(methylthio)-1H-indole-6-carboxylic acid | HCID 118666060 | — |
| Reactant | (1S,4S)-tert-Butyl 5-(3-(methylthio)-1-(5-(pyridin-2-yl)pyrimidin-2-yl)-1H-indole-6-carbonyl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate | HCID 131735400 | — |
| Product | Methyl 2-(1-(5-bromopyrimidin-2-yl)-N-methyl-3-(methylthio)-1H-indole-6-carboxamido)acetate | HCID 118666033 | — |
Reaction Steps
Amide coupling of 1-(5-bromopyrimidin-2-yl)-3-(methylthio)-1H-indole-6-carboxylic acid (2.0 g, 5.49 mmol) with methyl 2-(methylamino)acetate hydrochloride (1.53 g, 10.9 mmol) analogously to the protocol 244c). White solid. Yield: 0.6 g (24% of theory)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315490B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-1a0f47997951415f948244dcb9df5e77 |
| Source note | uspto-grants-2016_04 |