Hydrochloric Acid → HCID 11352478, compound

HRID 2216633Notes

Reaction equation

HRID 2216633 reaction equation
[O:1]([C:8]1[CH:9]=[C:10]([CH2:14][C:15]([NH:17][CH:18]([CH2:22][CH2:23][CH3:24])[C:19]([OH:21])=O)=[O:16])[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:25][C:26]1[O:27][C:28]([C:31]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[O:32])=[CH:29][N:30]=1.Cl.CN(C)C>C(Cl)Cl.C(Cl)CCl>[C:31]([C:28]1[O:27][C:26]([NH:25][C:19](=[O:21])[CH:18]([NH:17][C:15](=[O:16])[CH2:14][C:10]2[CH:11]=[CH:12][CH:13]=[C:8]([O:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH:9]=2)[CH2:22][CH2:23][CH3:24])=[N:30][CH:29]=1)(=[O:32])[C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 1146TrimethylamineHCID 13906322(2-Aminooxazol-5-yl)(phenyl)methanoneHCID 21942977HCID 21942977, compound

Product 1

HCID 11352478HCID 11352478, compound

Reagents, catalysts & solvents 2

HCID 111,2-DichloroethaneSolventHCID 6344DichloromethaneSolvent

Procedure

A mixture of 2-[2-(3-phenoxy-phenyl)-acetylamino]-pentanoic acid (65 mg, 0.2 mmol), (2-Amino-oxazol-5-yl)-phenyl-methanone (38 mg, 0.2 mmol.), HBOT (32 mg, 0.24 mmol), EDC. HCl (58 mg, 0.3 mmol) and a trimethylamine (0.11 ml, 0.8 mmol) in methylene chloride was stirred at room temperature until disappearance of starting material. The mixture was quenched with water and extracted with methylene chloride. The organic layer was washed with dilute HCl, brine, dried over sodium sulfate and the solvent was removed at reduced pressure to provide the title compound, LC-MS M+1=498.5.

Workup

  1. customThe mixture was quenched with water
  2. extractionextracted with methylene chloride
  3. washThe organic layer was washed with dilute HCl, brine
  4. dry with materialdried over sodium sulfate
  5. customthe solvent was removed at reduced pressure

Sources & evidence

ORD record
ord-3d0f17c2c5364fb48e3d795f42fd8d32
Source dataset
uspto-grants-2006_09
Patent number
US07112599B2

Reaction notes

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