Isoxazole-5-carbonyl chloride → HCID 54704635, compound

HRID 2214661Notes

Reaction equation

HRID 2214661 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][C:27]=1[Cl:28])[CH2:5][N:6]([CH3:24])[C:7]([C:9]1[CH2:10][N:11]([CH2:16][CH2:17][N:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)[C:12](=[O:15])[C:13]=1[OH:14])=[O:8].[O:29]1[C:33]([C:34](Cl)=[O:35])=[CH:32][CH:31]=[N:30]1>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][C:27]=1[Cl:28])[CH2:5][N:6]([CH3:24])[C:7]([C:9]1[CH2:10][N:11]([CH2:16][CH2:17][N:18]2[CH2:19][CH2:20][N:21]([C:34]([C:33]3[O:29][N:30]=[CH:31][CH:32]=3)=[O:35])[CH2:22][CH2:23]2)[C:12](=[O:15])[C:13]=1[OH:14])=[O:8]

Participants

3

Reactant 2

HCID 2736707Isoxazole-5-carbonyl chlorideHCID 54704660HCID 54704660, compound

Product 1

HCID 54704635HCID 54704635, compound

Procedure

Compound 763 was prepared from 4-hydroxy-5-oxo-1-(2-piperazin-1-yl-ethyl)-2,5-dihydro-1H-pyrrole-3-carboxylic acid (3,4-dichloro-benzyl)-methyl-amide and isoxazole-5-carbonyl chloride using the method described for compound 759. The title compound was purified by preparative HPLC (C18, ODS-A, S-75 μm, 10%–20%–30% acetonitrile/water/0.5% HCl) and isolated as a brown solid (0.0268 g, 22% yield). HRMS (M+H) calcd for C23H26N5Cl2O5: 522.13111. found: 522.1312.

Workup

  1. customThe title compound was purified by preparative HPLC (C18, ODS-A, S-75 μm, 10%–20%–30% acetonitrile/water/0.5% HCl)

Sources & evidence

ORD record
ord-110346134e794e43b0abb143c25316b6
Source dataset
uspto-grants-2006_09
Patent number
US07109186B2

Reaction notes

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