Methanol → HCID 22103799, compound

HRID 1457191Notes

Reaction equation

HRID 1457191 reaction equation
[CH3:1][C:2]1[C:6]([CH3:7])=[C:5]([N:8](COCCOC)[S:9]([C:12]2[C:13]([C:18]3[CH:23]=[CH:22][C:21]([C:24]4[O:25][CH:26]=[CH:27][N:28]=4)=[CH:20][C:19]=3[CH2:29][NH:30][CH:31]([CH3:33])[CH3:32])=[CH:14][CH:15]=[CH:16][CH:17]=2)(=[O:11])=[O:10])[O:4][N:3]=1.CO.CCCCCC>CCOC(C)=O>[CH3:1][C:2]1[C:6]([CH3:7])=[C:5]([NH:8][S:9]([C:12]2[C:13]([C:18]3[CH:23]=[CH:22][C:21]([C:24]4[O:25][CH:26]=[CH:27][N:28]=4)=[CH:20][C:19]=3[CH2:29][NH:30][CH:31]([CH3:33])[CH3:32])=[CH:14][CH:15]=[CH:16][CH:17]=2)(=[O:11])=[O:10])[O:4][N:3]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 8058HexaneHCID 22103794HCID 22103794, compound

Product 1

HCID 22103799HCID 22103799, compoundYield 65.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A suspension of 71 mg of N-(3,4-dimethyl-5-isoxazolyl)-N-[(2-methoxyethoxy)methyl]-2'-[[(1-methylethyl)amino]methyl]-4'-(2-oxazolyl)[1,1'-biphenyl]-2-sulfonamide (prepared as in Step (A) of Example 43) was heated to reflux in ~3 ml of EtOAc. MeOH was added dropwise until complete dissolution occurred. Hexane was added to the hot mixture to the point of slight turbidity. After cooling to room temperature and standing several hours, the crystals were filtered and dried to afford 39 mg (55%) of the title compound of this Example as a colorless crystalline solid.

Workup

  1. temperaturewas heated
  2. waitstanding several hours
  3. filtrationthe crystals were filtered
  4. customdried

Sources & evidence

ORD record
ord-03ecb2e9df7a4c7595ed47a3afd5b6db
Source dataset
uspto-grants-1998_12
Patent number
US05846990

Reaction notes

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