Piconol → HCID 12992509, compound

HRID 354072Notes

Reaction equation

HRID 354072 reaction equation
[OH:1][C:2]1[CH:34]=[CH:33][C:5]([C:6]([C:8]2[C:9]3[CH:27]=[CH:26][C:25]([O:28][S:29]([CH3:32])(=[O:31])=[O:30])=[CH:24][C:10]=3[S:11][C:12]=2[C:13]2[CH:18]=[CH:17][C:16]([O:19][S:20]([CH3:23])(=[O:22])=[O:21])=[CH:15][CH:14]=2)=[O:7])=[CH:4][CH:3]=1.[N:35]1[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=1[CH2:41]O>>[CH3:32][S:29]([O:28][C:25]1[CH:26]=[CH:27][C:9]2[C:8]([C:6](=[O:7])[C:5]3[CH:4]=[CH:3][C:2]([O:1][CH2:41][C:36]4[CH:37]=[CH:38][CH:39]=[CH:40][N:35]=4)=[CH:34][CH:33]=3)=[C:12]([C:13]3[CH:14]=[CH:15][C:16]([O:19][S:20]([CH3:23])(=[O:22])=[O:21])=[CH:17][CH:18]=3)[S:11][C:10]=2[CH:24]=1)(=[O:31])=[O:30]

Participants

3

Reactant 2

HCID 11474PiconolHCID 54488612HCID 54488612, compound

Product 1

HCID 12992509HCID 12992509, compound

Procedure

The coupling of the product from Step 2, Example 10 (Methanesulfonic acid 4-[3-(4-hydroxy-benzoyl)-6-methanesulfonyloxy-benzo[b]thiophen-2-yl]-phenyl ester) and pyridin-2-yl-methanol was accomplished by using the procedure outlined in Example 10, Step 3 except stirring for 1 hour instead of 16 hours at room temperature. The solvent was evaporated off and the crude product was chromatographed on silica gel using 1% MeOH/methylene chloride to 2% MeOH/methylene chloride as the gradient eluant to yield the title compound.

Workup

  1. customThe solvent was evaporated off
  2. customthe crude product was chromatographed on silica gel using 1% MeOH/methylene chloride to 2% MeOH/methylene chloride as the gradient eluant

Sources & evidence

ORD record
ord-dc745c4379bb44f9aadfda26559a7b90
Source dataset
uspto-grants-2004_06
Patent number
US06756388B1

Reaction notes

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