Hydrochloric Acid → HCID 68771881, compound

HRID 1947516Notes

Reaction equation

HRID 1947516 reaction equation
C(OC(=O)[NH:7][CH:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]2[C:23]3[C:18](=[CH:19][C:20]([O:24][C:25]4[S:26][C:27]5[CH:33]=[CH:32][CH:31]=[CH:30][C:28]=5[N:29]=4)=[CH:21][CH:22]=3)[NH:17][CH:16]=2)[CH2:10][CH2:9]1)(C)(C)C.[ClH:35]>C(Cl)Cl.O1CCOCC1>[ClH:35].[ClH:35].[S:26]1[C:27]2[CH:33]=[CH:32][CH:31]=[CH:30][C:28]=2[N:29]=[C:25]1[O:24][C:20]1[CH:19]=[C:18]2[C:23]([C:15]([CH2:14][N:11]3[CH2:12][CH2:13][CH:8]([NH2:7])[CH2:9][CH2:10]3)=[CH:16][NH:17]2)=[CH:22][CH:21]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 49834278HCID 49834278, compound

Product 1

HCID 68771881HCID 68771881, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of {1-[6-(benzothiazol-2-yloxy)-1H-indol-3-ylmethyl]-piperidin-4-yl}-carbamic acid tert-butyl ester (500 mg, 1.04 mmol) in DCM (20 mL) was added 4 M HCl in dioxane (20 mL) and the resulting reaction mixture was stirred (rt, 4 h). The reaction mixture was concentrated in vacuo to provide the title compounds as a tan solid (470 mg, 100%). MS (ESI): mass calcd. for C21H22N4OS, 378.5; m/z found, 379.2 [M+H]+.

Workup

  1. customthe resulting reaction mixture
  2. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-24987a1424374f0cbf0cc6986e7a8c78
Source dataset
uspto-grants-2013_03
Patent number
US08399465B2

Reaction notes

Loading…