HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl bromoacetate → HCID 89657509, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 89657501 | HCID 89657501 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 89657509 | HCID 89657509 | 59.7% |
Reaction Steps
(R)-Methyl 2-(2-methylpyrrolidin-2-yl)-1H-indole-4-carboxylate (190 mg, 0.74 mmol) was dissolved in CH3CN (25 ml) and methylbromoacetate (250 mg, 1.6 mmol). DIPEA (350 mg, 2.7 mmol) was then added. The reaction mixture was stirred at room temperature for about 20 hours. The reaction mixture was then diluted with CH2Cl2 (15 ml) and washed with water three times. The organic layer was dried with MgSO4 and concentrated to give 146 mg of (R)-methyl 2-(1-(2-methoxy-2-oxoethyl)-2-methylpyrrolidin-2-yl)-1H-indole-4-carboxylate. 1H NMR (CDCl3-d) δ 7.85 (d, 1H, J=7.8 Hz), 7.13-7.29 (m, 3H), 4.92 (s, 2H), 3.95 (s, 3H), 3.70 (s, 3H), 3.56-3.62 (m, 2H), 1.95-2.06 (m, 4H), and 1.94 (s, 3H). MS (ESI) m/e [M+1]+ 331.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09260440B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-61f6553e85da43f794b6df519f7d6192 |
| Source note | uspto-grants-2016_02 |