Triethylamine → HCID 86634504, compound
Reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][C:11]([OH:13])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.CN(C)CCCN=C=NCC.C(N(CC)CC)C.Cl.[F:34][CH2:35][CH2:36][NH2:37]>ClCCl>[C:1]([O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][C:11](=[O:13])[NH:37][CH2:36][CH2:35][F:34])([CH3:2])([CH3:3])[CH3:4]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
3-tert-Butoxycarbonylamino-propionic acid (2.16 g, 11.4 mmol)) was dissolved in dichloromethane (80 ml) and cooled to 0° C. in an ice bath. [3-(Dimethylamino)propyl]ethylcarbodiimide hydrochloride (2.84 g, 14.8 mmol), hydroxybenzatriazole (1.54 g, 11.4 mmol) and triethylamine (7.9 ml, 57 mmol) were added and the reaction mixture stirred for 15 minutes. 2-fluoroethylamine hydrochloride (1.134 g, 11.4 mmol) was added in a single portion and then left to stir for 2 hours. The reaction mixture was partitioned between dichloromethane and water. The organic phase was dried over magnesium sulphate and evaporated. The crude product was purified by chromatography on silica using 2:3 iso-hexane:ethylacetate as eluant to afford the product.
Workup
- waitleft
- stirringto stir for 2 hours
- customThe reaction mixture was partitioned between dichloromethane and water
- dry with materialThe organic phase was dried over magnesium sulphate
- customevaporated
- customThe crude product was purified by chromatography on silica using 2:3 iso-hexane
- customethylacetate as eluant to afford the product
Sources & evidence
- ORD record
- ord-1e72d15a98d24cd1bfb10372c7bda94a
- Source dataset
- uspto-grants-2011_08
- Patent number
- US07998990B2
Reaction notes
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