Hydrochloric Acid → 5-methoxymethyl-3-piperidin-4-yl-thieno[2,3-d]isoxazole Hydrochloride

HRID 501307Notes

Reaction equation

HRID 501307 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[C:18]3[S:19][C:20]([CH2:22][O:23][CH3:24])=[CH:21][C:17]=3[O:16][N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:25]>>[ClH:25].[CH3:24][O:23][CH2:22][C:20]1[S:19][C:18]2[C:14]([CH:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)=[N:15][O:16][C:17]=2[CH:21]=1

Participants

3

Reactant 2

HCID 313Hydrochloric Acid2×HCID 588176364-(5-Methoxymethyl-thieno[2,3-d]isoxazol-3-yl)-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 231124615-methoxymethyl-3-piperidin-4-yl-thieno[2,3-d]isoxazole Hydrochloride

Procedure

Stir a solution of 4-(5-methoxymethyl-thieno[2,3-d]isoxazol-3-yl)-piperidine-1-carboxylic acid tert-butyl ester (2.21 g, 6.68 mmol, 1.00 equivalents) and hydrochloric acid (1.0 M in diethly ether, 35 mL) overnight to form a suspension. Add additional hydrochloric acid (1.0 M in diethyl ether, 10 mL). Stir the suspension overnight, filter and wash the solid with ether. Collect the solid and dry to yield the desired product as a dark blue solid. LC/MS (ESI), m/e 253 (MH+), retention time 1.17 minutes. Condition II.

Workup

  1. customto form a suspension
  2. filtrationfilter
  3. washwash the solid with ether
  4. customCollect the solid
  5. customdry

Sources & evidence

ORD record
ord-53330fb2c5c94ae79a953cdb7d88b4d2
Source dataset
uspto-grants-2010_08
Patent number
US07772252B2

Reaction notes

Loading…