Hydrochloric Acid → HCID 68769983, compound

HRID 1947534Notes

Reaction equation

HRID 1947534 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]2[C:19]3[CH:20]=[CH:21][C:22]([O:24][C:25]4[S:26][C:27]5[C:28]([N:33]=4)=[N:29][CH:30]=[CH:31][CH:32]=5)=[CH:23][C:18]=3[O:17][CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:34]>C(Cl)Cl>[ClH:34].[N:11]1([CH2:14][C:15]2[C:19]3[CH:20]=[CH:21][C:22]([O:24][C:25]4[S:26][C:27]5[C:28]([N:33]=4)=[N:29][CH:30]=[CH:31][CH:32]=5)=[CH:23][C:18]=3[O:17][CH:16]=2)[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59577720HCID 59577720, compound

Product 1

HCID 68769983HCID 68769983, compoundYield 129%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-[6-(thiazolo[4,5-b]pyridin-2-yloxy)-benzofuran-3-ylmethyl]-piperazine-1-carboxylic acid tert-butyl ester (0.22 g, 0.47 mmol) in DCM (5 mL) is added HCl (4 M in dioxane, 1 mL, 8.5 equiv.) and the solution was stirred (rt, 1 h). The reaction mixture was concentrated in vacuo to provide the desired product as a white solid (0.25 g, 129%). [Note: the mass recovery of 129% was attributed to additional HCl that could not be removed by standard evaporation under reduced pressure]. MS (ESI): mass calcd. for C19H18N4O2S, 366.44; m/z found, 367.1 [M+H]+.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-ae1518fcff6943e4a3c482d52adef96a
Source dataset
uspto-grants-2013_03
Patent number
US08399465B2

Reaction notes

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