Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1183808Generated: October 31, 2026

Diisopropylethylamine → HCID 178496869, compound

https://huagongshe.com/reaction/1183808

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
ReactantBenzyl N-(2-aminoethyl)carbamateHCID 2794257—
Reactantmethyl 2-azido-3-(1H-indol-4-yl)acrylateHCID 72253810—
SolventDimethylformamideHCID 6228—
ProductHCID 178496869HCID 178496869338.3%

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of 1 (47 mg, 0.06 mmol), 2 (40 mg, 0.078 mmol) and BOP (34.5 mg, 0.078 mmol) in DMF (3 ml) was treated with DIPEA (68 uL). The reaction mixture was stirred at 25° C. for 30 min. The solvent was removed and was further dried in high vacuo for 4 h. The solvent was removed under vacuo and the crude product was purified by Prep HPLC (SymmetrPrep C18, 7 μm, 19×150 mm column), eluted at 10 ml/min (0.01% TFA in water/acetonitrile) with a gradient: 10% acetonitrile in 5 min, 10% to 50% acetonitrile in 15 min, maintaining 50% acetonitrile in 5 min, 50% to 100% acetonitrile in 5 min, to give 3 (56 mg, 85%). MS: calcd for C56H54BrN9O8 (M+H) m/z 1060.33 found 1060.44.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664407B2
Source datasetuspto-grants-2014_03
ORD IDord-58143aad63c849c1a0153b6062a05d10
Source noteuspto-grants-2014_03