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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69435Generated: October 26, 2026

Isobutylene oxide → 6-Hydroxy-2-{4-[(S)-7-(2-hydroxy-2-methyl-propyl)-2,7-diaza-spiro[4.4]non-2-yl]-phenyl}-3,4-dihydro-2H-isoquinolin-1-one

https://huagongshe.com/reaction/69435

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsobutylene oxideHCID 11208—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantLithium BromideHCID 82050—
Reactant2-[(S)-4-(2,7-Diaza-spiro[4.4]non-2-yl)-phenyl]-6-hydroxy-3,4-dihydro-2H-isoquinolin-1-oneHCID 68991808—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product6-Hydroxy-2-{4-[(S)-7-(2-hydroxy-2-methyl-propyl)-2,7-diaza-spiro[4.4]non-2-yl]-phenyl}-3,4-dihydro-2H-isoquinolin-1-oneHCID 68988284—

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of 2-[(S)-4-(2,7-diaza-spiro[4.4]non-2-yl)-phenyl]-6-hydroxy-3,4-dihydro-2H-isoquinolin-1-one (0.50 g), isobutylene oxide (0.10 g), lithium bromide (0.12 g) and NMP (1 mL) was heated at 65° C. for 5 hours. The cooled reaction mixture was distributed between ethyl acetate and water. The organic phase was dried over magnesium sulfate and concentrated. In this way the product was obtained with molecular weight 435.57 (C26H33N3O3); MS (ESI): 436 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822495B2
Source datasetuspto-grants-2014_09
ORD IDord-6387aed4dbab48d0a1e4b19c018ce08e
Source noteuspto-grants-2014_09