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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1485884Generated: October 31, 2026

Diisopropylethylamine → HCID 118252502, compound

https://huagongshe.com/reaction/1485884

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantN-(tert-Butoxycarbonyl)-L-cyclohexylglycineHCID 7004938—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 131736758HCID 131736758—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 118252502HCID 11825250282.2%

Reaction Steps

To a solution of (S)-2,3-dihydro-1H-isoindole-1-carboxylic acid (2,6-difluoro-phenyl)-amide (160 mg, 412 μmol, Eq: 1.00), (S)-2-(tert-butoxycarbonylamino)-2-cyclohexylacetic acid (106 mg, 412 μmol, Eq: 1.00) and HATU (172 mg, 453 μmol, Eq: 1.1) in DMF (500 μL) at 0° C. was added DIEA (160 mg, 216 μL, 1.24 mmol, Eq: 3). The reaction was stirred at RT for 1 h, diluted with water and extracted with EtOAc. The combined organics were washed with water, brine, dried with MgSO4 and concentrated in vacuo. The crude material was purified by flash chromatography to give {(S)-1-cyclohexyl-2-[(S)-1-(2,6-difluoro-phenyl-carbamoyl)-1,3-dihydro-isoindol-2-yl]-2-oxo-ethyl}-carbamic acid tert-butyl ester (174 mg) as a white foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422332B2
Source datasetuspto-grants-2016_08
ORD IDord-aec712656b184f1e84e5f738b9eae0a9
Source noteuspto-grants-2016_08