Hydrochloric Acid → HCID 86618570, compound

HRID 1988488Notes

Reaction equation

HRID 1988488 reaction equation
[CH3:1][O:2][C:3]1[CH:25]=[CH:24][C:6]2[N:7]=[C:8]([NH:10][C@H:11]3[CH2:16][CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12]3)[S:9][C:5]=2[CH:4]=1.Cl.O1CCOCC1>CO.O1CCOCC1>[CH3:1][O:2][C:3]1[CH:25]=[CH:24][C:6]2[N:7]=[C:8]([NH:10][C@H:11]3[CH2:16][CH2:15][CH2:14][NH:13][CH2:12]3)[S:9][C:5]=2[CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86618571HCID 86618571, compound

Product 1

HCID 86618570HCID 86618570, compound

Reagents, catalysts & solvents 1

HCID 21966525Dioxane MethanolSolvent

Procedure

To a solution of (S)-tert-butyl 3-(6-methoxybenzo[d]thiazol-2-ylamino)piperidine-1-carboxylate (3.35 g, 9.22 mmol) in methanol/dioxane (3 ml/3 ml) was added slowly 4M HCl in dioxane (60 ml, 240 mmol) [Caution: gas development!]. The reaction mixture was stirred 2.5 hours at ambient temperature and concentrated in vacuo in order to remove methanol and half of dioaxane. The residue was suspended in diethylether (50 ml). The solids were filtered off, washed with diethylether (50 ml) and dried in vacuo to give (S)-6-methoxy-N-(piperidin-3-yl)benzo[d]thiazol-2-amine as its hydrochloride salt as white solid. Yield: 4.29 g. ES/MS m/z 264.1 (MH+), Rt=1.62 min.

Workup

  1. concentrationconcentrated in vacuo in order
  2. customto remove methanol and half of dioaxane
  3. filtrationThe solids were filtered off
  4. washwashed with diethylether (50 ml)
  5. customdried in vacuo

Sources & evidence

ORD record
ord-ff9135f3849945658dcef2b153f2a4cd
Source dataset
uspto-grants-2009_06
Patent number
US07553854B2

Reaction notes

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