Hydrochloric Acid → 5-[1-(ethyloxy)-2-piperazin-1-ylethyl]-4-methyl-2-benzofuran-1(3H)-one hydrochloride

HRID 2173165Notes

Reaction equation

HRID 2173165 reaction equation
CC([CH:5]1[CH2:10][N:9]([CH2:11][CH:12]([O:24][CH2:25][CH3:26])[C:13]2[CH:22]=[CH:21][C:16]3[C:17](=[O:20])[O:18][CH2:19][C:15]=3[C:14]=2[CH3:23])[CH2:8][CH2:7][N:6]1C([O-])=O)(C)C.[ClH:30]>O1CCOCC1>[ClH:30].[CH2:25]([O:24][CH:12]([C:13]1[CH:22]=[CH:21][C:16]2[C:17](=[O:20])[O:18][CH2:19][C:15]=2[C:14]=1[CH3:23])[CH2:11][N:9]1[CH2:10][CH2:5][NH:6][CH2:7][CH2:8]1)[CH3:26]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 866472951,1-Dimethylethyl-4-[2-(ethyloxy)-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazine-1-carboxylate

Product 1

HCID 675175415-[1-(ethyloxy)-2-piperazin-1-ylethyl]-4-methyl-2-benzofuran-1(3H)-one hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1,1-Dimethylethyl-4-[2-(ethyloxy)-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazine-1-carboxylate was treated with 4M HCl in dioxane (4 mL) and stirred at room temperature for 1 h. The reaction mixture was concentrated to dryness. Analysis by LC indicated complete removal of the Boc group and formation of 5-[1-(ethyloxy)-2-piperazin-1-ylethyl]-4-methyl-2-benzofuran-1(3H)-one hydrochloride. LC-MS (IE, m/z): 305 [M+1]+; tR=0.69 min

Workup

  1. concentrationThe reaction mixture was concentrated to dryness
  2. customremoval of the Boc group and formation of 5-[1-(ethyloxy)-2-piperazin-1-ylethyl]-4-methyl-2-benzofuran-1(3H)-one hydrochloride

Sources & evidence

ORD record
ord-e5f4c5bf8e034769b312af16ecafef50
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

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