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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 630734Generated: October 30, 2026

Ammonia → HCID 86687003, compound

https://huagongshe.com/reaction/630734

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantTriethylamineHCID 8471—
ReactantTriisopropylsilyl trifluoromethanesulfonateHCID 2724529—
ReactantHCID 86687002HCID 86687002—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 86687003HCID 8668700331.5%

Reaction Steps

Triisopropylsilyl trifluoromethanesulfonate (327 mg, 1.06 mmol) was added to a solution of Intermediate 28a (210 mg, 0.89 mmol) and Et3N (135 mg, 1.33 mmol) in a DMF (3 mL) and the mixture stirred at RT for 1 h. The reaction mixture was applied to an SCX-2 cartridge (25 g) and washed with MeOH. The product was eluted with 2M NH3 in MeOH; concentration in vacuo gave a residue. FCC, using 0-10% [2M NH3 in MeOH] in DCM, gave the title compound (110 mg, 31%). LCMS (Method 1): Rt 4.45 min, m/z 393 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315503B2
Source datasetuspto-grants-2016_04
ORD IDord-f02a437bce074b3c99b41cfaadc810c7
Source noteuspto-grants-2016_04