Hydrochloric Acid → HCID 67368626, compound

HRID 2387939Notes

Reaction equation

HRID 2387939 reaction equation
C(OC([N:8]1[CH2:11][CH:10]([N:12]2[CH2:21][CH2:20][C:19]3[C:14](=[CH:15][CH:16]=[C:17]([CH2:22][N:23]4[CH2:26][CH2:25][CH2:24]4)[CH:18]=3)[CH2:13]2)[CH2:9]1)=O)(C)(C)C.CO.[ClH:29]>>[ClH:29].[ClH:29].[ClH:29].[N:23]1([CH2:22][C:17]2[CH:18]=[C:19]3[C:14](=[CH:15][CH:16]=2)[CH2:13][N:12]([CH:10]2[CH2:9][NH:8][CH2:11]2)[CH2:21][CH2:20]3)[CH2:26][CH2:25][CH2:24]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 67367825HCID 67367825, compound

Product 1

HCID 67368626HCID 67368626, compoundYield 100%

Procedure

3-[6-(Azetidin-1-yl-methyl)-1,2,3,4-tetrahydro-isoquinolin-2-yl]-azetidine-1-carboxylic acid tert-butyl ester (2.042 mmol, 2 equiv.) was dissolved in hydrogen chloride in methanol (1.25 M, 10 equiv., 16 ml) and stirred for 30 minutes at boiling temperature. After monitoring by thin-layer chromatography, the methanol was removed and the residue was dissolved in ethanol/acetone (1:5, 20 ml). The hydrochloride was precipitated with diethyl ether (50 ml), filtered, washed with diethyl ether and dried in vacuo to yield the desired product. Yield: 100%

Workup

  1. customthe methanol was removed
  2. dissolutionthe residue was dissolved in ethanol/acetone (1:5, 20 ml)
  3. customThe hydrochloride was precipitated with diethyl ether (50 ml)
  4. filtrationfiltered
  5. washwashed with diethyl ether
  6. customdried in vacuo

Sources & evidence

ORD record
ord-c81b46736ea54f9591dfb6bafa8b03d6
Source dataset
uspto-grants-2012_09
Patent number
US08269000B2

Reaction notes

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