Hydrochloric Acid → HCID 68644042, compound

HRID 2388689Notes

Reaction equation

HRID 2388689 reaction equation
[N:1]1([CH2:5][C:6]2[S:14][C:13]3[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][C:8]=3[CH:7]=2)[CH2:4][CH2:3][CH2:2]1.[ClH:22]>CO>[ClH:22].[ClH:22].[N:1]1([CH2:5][C:6]2[S:14][C:13]3[CH2:12][CH2:11][NH:10][CH2:9][C:8]=3[CH:7]=2)[CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86635669Tert-Butyl 2-(azetidin-1-ylmethyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-carboxylate

Product 1

HCID 68644042HCID 68644042, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

tert-Butyl 2-(azetidin-1-ylmethyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-carboxylate (0.28 g, 0.908 mmol) was dissolved in methanol (1 ml) and HCl in methanol (1.25 M, 3.63 ml, 4.54 mmol) was added. The reaction mixture was heated at reflux for 1 h. After cooling to room temperature the solvent was removed in vacuo. The crude product was re-dissolved in ethanol, diethylether was added and the mixture was stirred at 0° C. for 20 min. The solid was collected by filtration, washed with diethylether and dried in vacuo. Yield: 0.2 g (78%).

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 1 h
  3. customwas removed in vacuo
  4. dissolutionThe crude product was re-dissolved in ethanol
  5. additiondiethylether was added
  6. filtrationThe solid was collected by filtration
  7. washwashed with diethylether
  8. customdried in vacuo

Sources & evidence

ORD record
ord-a4faa13a2d9d478aaa43e4012b2e1960
Source dataset
uspto-grants-2012_09
Patent number
US08268814B2

Reaction notes

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