N-Ethylbenzylamine → HCID 24809927, compound

HRID 1446175Notes

Reaction equation

HRID 1446175 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:13][N:12]=[CH:11][C:10]=2[C:14]([OH:16])=O)=[CH:5][CH:4]=1.[CH2:17]([NH:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH3:18].CCCP1(OP(CCC)(=O)OP(CCC)(=O)O1)=O>C(N(CC)CC)C>[CH2:20]([N:19]([CH2:17][CH3:18])[C:14]([C:10]1[CH:11]=[N:12][O:13][C:9]=1[C:6]1[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=1)=[O:16])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 84352N-EthylbenzylamineHCID 111923Propylphosphonic anhydrideHCID 49979625-(4-methoxyphenyl)isoxazole-4-carboxylic acid

Product 1

HCID 24809927HCID 24809927, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The title compound was prepared from 5-(4-methoxyphenyl)isoxazole-4-carboxylic acid (11.0 mg, 0.050 mmol) and N-ethylbenzylamine (8.1 mg, 0.060 mmol) as described in synthetic method A (using 21 μL of triethylamine and 45 μL of 1-propanephosphonic acid cyclic anhydride) and thereafter purified by preparative HPLC method B (without the extraction step) to give a solid (10.5 mg). MS (pos) m/z 337.2 (M+H).

Workup

  1. custompurified by preparative HPLC method B (
  2. extractionwithout the extraction step)

Sources & evidence

ORD record
ord-c7214cb2d9e14bfbaf727e60f4b90b09
Source dataset
uspto-grants-2010_02
Patent number
US07666888B2

Reaction notes

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