Isopropylamine → HCID 86607614, compound

HRID 2357624Notes

Reaction equation

HRID 2357624 reaction equation
[CH2:1]([O:4][C:5]([N:7]1[CH:11]([CH3:12])[CH2:10][CH2:9][C@@H:8]1[C:13]([OH:15])=O)=[O:6])[CH:2]=[CH2:3].[N:16]1(O)[C:20]2[CH:21]=CC=C[C:19]=2N=N1.Cl.CN(C)CCCN=C=NCC.C(N)(C)C>ClCCl>[CH:20]([NH:16][C:13]([C@H:8]1[CH2:9][CH2:10][CH:11]([CH3:12])[N:7]1[C:5]([O:4][CH2:1][CH:2]=[CH2:3])=[O:6])=[O:15])([CH3:21])[CH3:19]

Participants

6

Reactant 4

HCID 6363IsopropylamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 68452652HCID 68452652, compound

Product 1

HCID 86607614HCID 86607614, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

(R)-1-(allyloxycarbonyl)-5-methylpyrrolidine-2-carboxylic acid (0.92 g, 4.3 mmol), 1H-benzo[d][1,2,3]triazol-1-ol (0.70 g, 5.2 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (1.0 g, 5.2 mmol), and isopropylamine (0.44 mL, 5.2 mmol) were dissolved in dichloromethane (2 mL) and stirred at ambient for 16 h before being diluted with dichloromethane (100 mL), washed 3 times with 50 mL of sodium bicarbonate (saturated, aqueous), separated, dried over sodium sulfate, and concentrated in vacuo. The residue was purified by chromatography to obtain the title compound. MS (ES+): 255 (M+H)+.

Workup

  1. washwashed 3 times with 50 mL of sodium bicarbonate (saturated, aqueous)
  2. customseparated
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by chromatography

Sources & evidence

ORD record
ord-b1e91bb466714f4db9b3540932d8f9de
Source dataset
uspto-grants-2010_07
Patent number
US07759337B2

Reaction notes

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