N-Methylpropylamine → HCID 68817856, compound

HRID 732524Notes

Reaction equation

HRID 732524 reaction equation
[CH3:1][O:2][C:3](=[O:17])[C:4]1[CH:12]=[C:11]([O:13][CH:14]([CH3:16])[CH3:15])[CH:10]=[C:6]([C:7]([OH:9])=O)[CH:5]=1.[CH3:18][NH:19][CH2:20][CH2:21][CH3:22].Cl.CN(C)CCCN=C=NCC.O.ON1C2C=CC=CC=2N=N1>ClCCl>[CH3:1][O:2][C:3](=[O:17])[C:4]1[CH:12]=[C:11]([O:13][CH:14]([CH3:16])[CH3:15])[CH:10]=[C:6]([C:7]([N:19]([CH3:18])[CH2:20][CH2:21][CH3:22])=[O:9])[CH:5]=1

Participants

6

Reactant 4

HCID 12315N-MethylpropylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 58780911HCID 58780911, compound

Product 1

HCID 68817856HCID 68817856, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Mix 5-isopropoxy-isophthalic acid monomethyl ester (3 g, 12.7 mmol), methyl propyl amine (1.3 mL, 12.7 mmol), 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (2.4 g, 12.7 mmol), and 1-hydroxybenzotriazole hydrate (1.7 g, 12.7 mmol) in dichloromethane (50 mL) and stir overnight at room temperature. Dilute with dichloromethane (50 mL), wash with water, 5% aqueous ammonium chloride solution, 5% aqueous sodium bicarbonate solution, dry (sodium sulfate) and concentrate to give the title product which is used directly without further purification.

Workup

  1. washwash with water, 5% aqueous ammonium chloride solution, 5% aqueous sodium bicarbonate solution
  2. dry with materialdry (sodium sulfate)
  3. concentrationconcentrate

Sources & evidence

ORD record
ord-d30c6f4ccd0f4eb297455c934319ccfc
Source dataset
uspto-grants-2009_09
Patent number
US07585885B2

Reaction notes

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