N-Ethylbenzylamine → HCID 24809928, compound

HRID 1446176Notes

Reaction equation

HRID 1446176 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[O:12][N:11]=[CH:10][C:9]=2[C:13]([OH:15])=O)[CH:5]=[CH:6][CH:7]=1.[CH2:16]([NH:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH3:17].CCCP1(OP(CCC)(=O)OP(CCC)(=O)O1)=O>C(N(CC)CC)C>[CH2:19]([N:18]([CH2:16][CH3:17])[C:13]([C:9]1[CH:10]=[N:11][O:12][C:8]=1[C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=1)=[O:15])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 84352N-EthylbenzylamineHCID 111923Propylphosphonic anhydrideHCID 228316955-(3-Chlorophenyl)-1,2-oxazole-4-carboxylic acid

Product 1

HCID 24809928HCID 24809928, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The title compound was prepared from 5-(3-chlorophenyl)isoxazole-4-carboxylic acid (11.2 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 (4.1 mg). MS (pos) m/z 341.2 (M+H).

Workup

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

Sources & evidence

ORD record
ord-c34018aa918d4e86998a35e0dfa51e4c
Source dataset
uspto-grants-2010_02
Patent number
US07666888B2

Reaction notes

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