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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1775241Generated: November 1, 2026

Methyl bromoacetate → HCID 89657509, compound

https://huagongshe.com/reaction/1775241

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl bromoacetateHCID 60984—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 89657501HCID 89657501—
SolventAcetonitrileHCID 6342—
SolventDichloromethaneHCID 6344—
ProductHCID 89657509HCID 8965750959.7%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260440B2
Source datasetuspto-grants-2016_02
ORD IDord-61f6553e85da43f794b6df519f7d6192
Source noteuspto-grants-2016_02