Hydrochloric Acid → HCID 16035374, compound

HRID 2234188Notes

Reaction equation

HRID 2234188 reaction equation
[OH:1][C:2]1[C:7]2[NH:8][C:9](=[O:11])[S:10][C:6]=2[C:5]([CH2:12][CH2:13][NH:14][CH2:15][CH2:16][N:17]([C:31](=[O:43])[CH2:32][CH2:33][O:34][CH2:35][CH2:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[CH:18]2[CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20][CH2:19]2)=[CH:4][CH:3]=1.Cl.CO.CCOCC>O1CCOCC1>[OH:1][C:2]1[C:7]2[NH:8][C:9](=[O:11])[S:10][C:6]=2[C:5]([CH2:12][CH2:13][NH:14][CH2:15][CH2:16][N:17]([CH:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)[C:31](=[O:43])[CH2:32][CH2:33][O:34][CH2:35][CH2:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 3283Diethyl EtherHCID 86625182HCID 86625182, compound

Product 1

HCID 16035374HCID 16035374, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

tert-Butyl 4-{(2-{[2-(4-hydroxy-2-oxo-2,3-dihydro-1,3-benzothiazol-7-yl)ethyl]amino}ethyl)[3-(2-phenylethoxy)propanoyl]amino}piperidine-1-carboxylate (Example 11c), 0.050 g) was stirred with 4N hydrogen chloride in dioxan (1.3 mL). After 15 minutes, methanol (1 mL) was added and the reaction mixture was stirred at room temperature overnight. Ether (5 mL) was added to give a white precipitate. The precipitate was allowed to settle, before decanting off the liquid. The residue was concentrated in vacuo, azeotroping with ether to give the title compound as a white solid (0.030 g).

Workup

  1. customto give a white precipitate
  2. custombefore decanting off the liquid
  3. concentrationThe residue was concentrated in vacuo
  4. customazeotroping with ether

Sources & evidence

ORD record
ord-f3f332ef054843c681f9d1cc5471c00e
Source dataset
uspto-grants-2010_05
Patent number
US07709511B2

Reaction notes

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