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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2415786Generated: October 30, 2026

Triethylamine → Ethyl acetate hexane

https://huagongshe.com/reaction/2415786

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant5-Chloro-1H-indole-2-carboxylic acidHCID 82693—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
ReactantHCID 69755810HCID 69755810—
SolventTetrahydrofuranHCID 8028—
ProductEthyl acetate hexaneHCID 21226206122.5%

Reaction Steps

5-Chloroindole-2-carboxylic acid (73 mg, 0.37 mmol, 1 eq.), (2-amino-7,8-dihydro-6H-5-oxa-9-aza-benzocyclohepten-9-yl)-acetic acid ethyl ester (93 mg, 0.37 mmol, 1 eq.), and BOP (163 mg, 0.37 mmol, 1 eq.) were dissolved in 5 mL of anhydrous THF in a round bottom flask. Triethylamine was added in a single portion (0.103 mL, 74 mmol, 2 eq.) and reaction mixture stirred at room temperature for 5 hours. The reaction mixture was then concentrated and the residue purified by preparative TLC in 50% AcOEt/hexane affording 79 mg (50% yield) of the product an off-white crystalline solid. LC MS: AP+ 428/430, AP− 426/428.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06821977B2
Source datasetuspto-grants-2004_11
ORD IDord-93fd17bfa30445c5963c1b4cce41435a
Source noteuspto-grants-2004_11