Formic Acid → HCID 69318500, compound

HRID 749244Notes

Reaction equation

HRID 749244 reaction equation
C([O:8][C:9]1[C:14]2[NH:15][C:16](=[O:18])[S:17][C:13]=2[C:12]([C@@H:19]([OH:46])[CH2:20][N:21](CC2C=CC=CC=2)[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][O:28][CH2:29][CH2:30][CH2:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1.[CH:47]([OH:49])=[O:48]>[Pd]>[CH:47]([OH:49])=[O:48].[OH:8][C:9]1[C:14]2[NH:15][C:16](=[O:18])[S:17][C:13]=2[C:12]([C@@H:19]([OH:46])[CH2:20][NH:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][O:28][CH2:29][CH2:30][CH2:31][CH2:32][C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 284Formic AcidHCID 69317016HCID 69317016, compound

Product 1

HCID 69318500HCID 69318500, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

4-(Benzyloxy)-7-((1R)-2-{benzyl[6-(4-phenylbutoxy)hexyl]amino}-1-hydroxyethyl)-1,3-benzothiazol-2(3H)-one (7.4 mg) was dissolved in 98% formic acid (0.5 ml)and palladium black catalyst (4 mg) added. After stirring for 8 h, the catalyst was removed by filtration through celite and the filtrate evaporated in vacuo. The residue was purified on mass directed autoprep, to give the title compound (0.51 mg). LCMS RT=2.95 min. ES+ve 459 (M+H)+

Workup

  1. customthe catalyst was removed by filtration through celite
  2. customthe filtrate evaporated in vacuo
  3. customThe residue was purified on mass

Sources & evidence

ORD record
ord-21d86a78f75845478226503f14da631d
Source dataset
uspto-grants-2008_07
Patent number
US07402598B2

Reaction notes

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