HCID 86598723, compound → HCID 87193877, compound

HRID 216292Notes

Reaction equation

HRID 216292 reaction equation
[OH:1][N:2]=[CH:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:13]([CH2:45][CH:46]2[CH2:50][CH2:49][CH2:48][N:47]2C(OC(C)(C)C)=O)[CH2:14][C@@H:15]([OH:44])[C@@H:16]([NH:24][C:25](=[O:43])[C@@H:26]([N:30]2[CH2:34][CH2:33][N:32]([CH2:35][C:36]3[N:37]=[C:38]([CH3:41])[S:39][CH:40]=3)[C:31]2=[O:42])[CH:27]([CH3:29])[CH3:28])[CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1>ClCCl.FC(F)(F)C(O)=O>[CH2:17]([C@H:16]([NH:24][C:25](=[O:43])[C@@H:26]([N:30]1[CH2:34][CH2:33][N:32]([CH2:35][C:36]2[N:37]=[C:38]([CH3:41])[S:39][CH:40]=2)[C:31]1=[O:42])[CH:27]([CH3:29])[CH3:28])[C@H:15]([OH:44])[CH2:14][N:13]([S:10]([C:7]1[CH:8]=[CH:9][C:4](/[CH:3]=[N:2]/[OH:1])=[CH:5][CH:6]=1)(=[O:11])=[O:12])[CH2:45][CH:46]1[CH2:50][CH2:49][CH2:48][NH:47]1)[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

4

Reactant 1

HCID 86598723HCID 86598723, compound

Product 1

HCID 87193877HCID 87193877, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of the product of Example 274E (12 mg) in dichloromethane (0.5 mL) and trifluoroacetic acid (0.5 mL) was stirred at 25° C. for 1 hour and concentrated. The residue was purified by HPLC reverse phase chromatography using water (0.1% trifluoroacetic acid):acetonitrile (95:5) to acetonitrile (100%) to give 10 mg (95%) of the title compound.

Workup

  1. concentrationconcentrated
  2. customThe residue was purified by HPLC reverse phase chromatography

Sources & evidence

ORD record
ord-b26caf8cfe754e65882befa27d15302b
Source dataset
uspto-grants-2012_06
Patent number
US08193227B2

Reaction notes

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