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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1014933Generated: October 31, 2026

Triethylamine → 4-((3R)-3-(t-Butoxycarbonyl)Amino-pyrrolidin-1-yl)-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidin-2-ylamine

https://huagongshe.com/reaction/1014933

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidineHCID 1514397—
Reactant2-amino-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidin-4-yl 4-methylbenzenesulfonateHCID 25129173—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product4-((3R)-3-(t-Butoxycarbonyl)Amino-pyrrolidin-1-yl)-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidin-2-ylamineHCID 59776816—

Reaction Steps

A solution of the product from Example 4C (1.5 g, 3.93 mmol), (R)-tert-butyl pyrrolidin-3-ylcarbamate (CAS #: 122536-77-0) (1.1 g, 5.9 mmol) and triethylamine (0.9 mL, 5.9 mmol) in acetonitrile (35 mL) was heated to 80° C. for 16 hours. The mixture was cooled to room temperature, diluted with EtOAc, washed with H2O and brine, dried (MgSO4), concentrated and chromatographed on silica gel eluting with ethyl acetate to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07985745B2
Source datasetuspto-grants-2011_07
ORD IDord-aa7f8394e9a048cc93f5c92b9e9d2583
Source noteuspto-grants-2011_07