Oxalic Acid → HCID 69318661, compound

HRID 2410369Notes

Reaction equation

HRID 2410369 reaction equation
[CH3:1][O:2][C@H:3]1[CH2:7][CH2:6][CH2:5][C@H:4]1[O:8][C:9]1[C:14]2[C:15]([O:18][CH2:19][CH:20]3[CH2:25][CH2:24][N:23]([CH2:26][C:27]4([OH:33])[CH2:32][CH2:31][O:30][CH2:29][CH2:28]4)[CH2:22][CH2:21]3)=[N:16][O:17][C:13]=2[CH:12]=[CH:11][CH:10]=1.[C:34]([OH:39])(=[O:38])[C:35]([OH:37])=[O:36]>C(OCC)C>[C:34]([OH:39])(=[O:38])[C:35]([OH:37])=[O:36].[CH3:1][O:2][C@H:3]1[CH2:7][CH2:6][CH2:5][C@H:4]1[O:8][C:9]1[C:14]2[C:15]([O:18][CH2:19][CH:20]3[CH2:21][CH2:22][N:23]([CH2:26][C:27]4([OH:33])[CH2:32][CH2:31][O:30][CH2:29][CH2:28]4)[CH2:24][CH2:25]3)=[N:16][O:17][C:13]=2[CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 69315816HCID 69315816, compound

Product 1

HCID 69318661HCID 69318661, compoundYield 56.3%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of 4-({4-[({4-[(cis-2-methoxycyclopentyl)oxy]-1,2-benzisoxazol-3-yl}oxy)methyl]piperidin-1-yl}methyl)-tetrahydro-2H-pyran-4-ol (47 mg, 0.1 mmol, EXAMPLE 37, Step 3) in diethylether (5 mL) was added oxalic acid (14 mg, 0.15 mmol) in diethylether (5 mL). After being stirred at room temperature for 3 hr, the formed precipitate was collected by filtration to give 31 mg (56%) of the title compound as a white solid.

Workup

  1. filtrationthe formed precipitate was collected by filtration

Sources & evidence

ORD record
ord-b4afa036e7dc4b63a0162f807809508b
Source dataset
uspto-grants-2014_08
Patent number
US08816090B2

Reaction notes

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