Water → HCID 68292560, compound

HRID 1038375Notes

Reaction equation

HRID 1038375 reaction equation
COC(=O)[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][N:11]2[CH2:16][CH2:15][N:14]([CH2:17][C:18]3[CH:23]=[CH:22][C:21]([C@@H:24]4[O:29][C:28]5[CH:30]=[CH:31][CH:32]=[CH:33][C:27]=5[O:26][CH2:25]4)=[CH:20][CH:19]=3)[CH2:13][CH2:12]2)=[CH:6][CH:5]=1.[OH:35][Li].O.[O:38]1[CH2:43]COCC1.O>C(O)(=O)C>[O:29]1[C:28]2[CH:30]=[CH:31][CH:32]=[CH:33][C:27]=2[O:26][CH2:25][C@@H:24]1[C:21]1[CH:20]=[CH:19][C:18]([CH2:17][N:14]2[CH2:13][CH2:12][N:11]([CH2:10][C:7]3[CH:8]=[C:9]([CH:4]=[CH:5][CH:6]=3)[C:43]([OH:38])=[O:35])[CH2:16][CH2:15]2)=[CH:23][CH:22]=1

Participants

6

Reactant 4

HCID 962WaterHCID 312751,4-DioxaneHCID 168937Lithium hydroxide, monohydrateHCID 68292076HCID 68292076, compound

Product 1

HCID 68292560HCID 68292560, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 4-{4-[(S)-4-(2,3-dihydro-benzo[1,4]dioxin-2-yl)-benzyl]-piperazin-1-ylmethyl}-benzoic acid methyl ester (48 mg, 0.11 mmol), LiOH.H2O (15 mg, 0.37 mmol), dioxane (5 mL), and water (0.5 mL) is stirred at room temperature for 16 h. The reaction mixture is neutralized with acetic acid and concentrated. The residue is triturated with water to give the title compound (LCMS method 4: ES+ m/z 445.2 [M+H]+, Rt=1.31 min)

Workup

  1. concentrationconcentrated
  2. customThe residue is triturated with water

Sources & evidence

ORD record
ord-4b31b62eb34e4260b59e849580bddbc0
Source dataset
uspto-grants-2013_10
Patent number
US08551982B2

Reaction notes

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