1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 89586102, compound

HRID 1747835Notes

Reaction equation

HRID 1747835 reaction equation
[CH3:1][O:2][C:3]1[C:4](=[O:22])[C:5]([C:19](O)=[O:20])=[N:6][N:7]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[CH:10]=2)[CH:8]=1.[CH3:23][C:24]([C:27]([O:29][CH3:30])=[O:28])([CH3:26])[NH2:25].C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.C(N(CC)C(C)C)(C)C>C1COCC1.O>[CH3:1][O:2][C:3]1[C:4](=[O:22])[C:5]([C:19]([NH:25][C:24]([CH3:26])([C:27]([O:29][CH3:30])=[O:28])[CH3:23])=[O:20])=[N:6][N:7]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[CH:10]=2)[CH:8]=1

Participants

8

Reactant 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 4186341Methyl 2-amino-2-methylpropanoateHCID 59436247HCID 59436247, compound

Product 1

HCID 89586102HCID 89586102, compoundYield 85.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 5-methoxy-4-oxo-1-[3-(trifluoromethyl)phenyl]-1,4-dihydropyridazine-3-carboxylic acid (300 mg), methyl 2-methylalaninate (134 mg), HOBt (219 mg), WSC (275 mg) and N,N-diisopropylethylamine (0.834 mL) in THF (3.18 mL) was stirred at room temperature for 17 hr, and water was added. The precipitate was collected by filtration, and washed with water and hexane to give the title compound (336 mg).

Workup

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with water and hexane

Sources & evidence

ORD record
ord-6f46fe89a255440dbbea40f68a3b527e
Source dataset
uspto-grants-2015_10
Patent number
US09150588B2

Reaction notes

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