Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 446486Generated: October 29, 2026

Triethylamine → N-(2,2-dimethoxyethyl)-N-ethyl-3-(3-(2-(8-(2-isopropylthiazole-4-carbonyl)-5-oxa-2,8-diazaspiro[3.5]nonan-2-yl)ethyl)phenethoxy)propanamide

https://huagongshe.com/reaction/446486

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantN-ethyl-2,2-dimethoxyethanamineHCID 3020444—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant3-(3-(2-(8-(2-Isopropylthiazole-4-carbonyl)-5-oxa-2,8-diazaspiro[3.5]nonan-2-yl)ethyl)phenethoxy)propanoic acid trifluoroacetate saltHCID 66963751—
SolventDimethylformamideHCID 6228—
ProductN-(2,2-dimethoxyethyl)-N-ethyl-3-(3-(2-(8-(2-isopropylthiazole-4-carbonyl)-5-oxa-2,8-diazaspiro[3.5]nonan-2-yl)ethyl)phenethoxy)propanamideHCID 58168544—

Reaction Conditions

Temperature20 °C

Reaction Steps

HATU (0.201 g) was added in one portion to a stirred solution at 0° C. of 3-(3-(2-(8-(2-isopropylthiazole-4-carbonyl)-5-oxa-2,8-diazaspiro[3.5]nonan-2-yl)ethyl)phenethoxy)propanoic acid trifluoroacetate salt (0.25 g) (example 176 step b), N-ethyl-2,2-dimethoxyethanamine (0.059 g) (U.S. Pat. No. 2,707,186) and triethylamine (0.283 ml) in DMF (4 mL). The mixture was stirred at 20° C. for 3 hours and then partitioned between ethyl acetate and aq brine, the organic layer was washed with brine (×2), dried, filtered and the solvent evaporated under reduced pressure to afford the subtitled compound. Yield 0.250 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476265B2
Source datasetuspto-grants-2013_07
ORD IDord-0c8b3901230e4718b1df6a28de77b310
Source noteuspto-grants-2013_07