Triethylamine → HCID 57799672, compound

HRID 2100751Notes

Reaction equation

HRID 2100751 reaction equation
Cl.[CH3:2][NH:3][CH3:4].C(N(CC)CC)C.[CH3:12][O:13][C:14]1[CH:22]=[C:21]2[C:17]([C:18](=[O:23])[CH2:19][CH2:20]2)=[CH:16][C:15]=1[C:24]([OH:26])=O.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C>C(Cl)Cl>[CH3:2][N:3]([CH3:4])[C:24]([C:15]1[CH:16]=[C:17]2[C:21](=[CH:22][C:14]=1[O:13][CH3:12])[CH2:20][CH2:19][C:18]2=[O:23])=[O:26]

Participants

7

Reactant 5

HCID 8471TriethylamineHCID 10473Dimethylamine, hydrochlorideHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 537374072,3-Dihydro-6-methoxy-3-oxo-1H-indene-5-carboxylic acid

Product 1

HCID 57799672HCID 57799672, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of Dimethylamine hydrochloride (2.22 g, 27.24 mmol) and triethylamine (7 ml, 54.48 mmol) in CH2Cl2 (30 ml) was added 6-Methoxy-3-oxo-indan-5-carboxylic acid (2 g, 9.08 mmol), HOBt (2.45 g, 18.18 mmol), EDCI (3.48 g, 18.18 mmol) at 0° C. in order. The mixture was stirred at room temperature for 3 hrs and washed with 8% NaOH, water and brine. The organic layer was dried over anhydrous sodium sulfate and concentrated to give the product (1.69 g, 80% yield). LC-MS: m/e 234 (MH+)

Workup

  1. washwashed with 8% NaOH, water and brine
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-0675d092a1804a539d3136e55b067c7a
Source dataset
uspto-grants-2009_08
Patent number
US07572809B2

Reaction notes

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