Sodium Hydroxide → HCID 66758367, compound

HRID 242607Notes

Reaction equation

HRID 242607 reaction equation
C([O:3][C:4](=[O:43])[C:5]([O:8][C:9]1[CH:42]=[CH:41][C:12]2[O:13][CH2:14][C:15]3[N:40]=[CH:39][CH:38]=[CH:37][C:16]=3[C:17](=[CH:18][CH2:19][CH2:20][N:21]3[CH2:26][CH2:25][C:24]([C:28]4[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][CH:29]=4)([OH:27])[C:23]([CH3:36])([CH3:35])[CH2:22]3)[C:11]=2[CH:10]=1)([CH3:7])[CH3:6])C.[OH-].[Na+]>CO>[Cl:34][C:31]1[CH:32]=[CH:33][C:28]([C:24]2([OH:27])[CH2:25][CH2:26][N:21]([CH2:20][CH2:19][CH:18]=[C:17]3[C:16]4[CH:37]=[CH:38][CH:39]=[N:40][C:15]=4[CH2:14][O:13][C:12]4[CH:41]=[CH:42][C:9]([O:8][C:5]([CH3:6])([CH3:7])[C:4]([OH:43])=[O:3])=[CH:10][C:11]3=4)[CH2:22][C:23]2([CH3:36])[CH3:35])=[CH:29][CH:30]=1

Participants

4

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 66758952HCID 66758952, compound

Product 1

HCID 66758367HCID 66758367, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-(5-{3-[4-(4-Chloro-phenyl)-4-hydroxy-3,3-dimethyl-piperidin-1-yl]-propylidene}-5,11-dihydro-10-oxa-1-aza-dibenzo[a,d]cyclohepten-7-yloxy)-2-methyl-propionic acid ethyl ester (158 mg, 0.261 mmol) in methanol (3 mL) was added sodium hydroxide (1 N in water, 1 mL). Following a slight exotherm, the mixture clarified. An additional aliquot of sodium hydroxide (1 N, 1 mL) was added after 1 h and the mixture was allowed to stir an additional 1 h at rt. The solvents were evaporated under reduced pressure and the residue dissolved in water (2.5 mL). The basic solution was neutralized (pH=7) with hydrochloric acid (1 N) and the titled compound was precipitated and collected by suction filtration (86 mg, 57%).

Workup

  1. customThe solvents were evaporated under reduced pressure
  2. dissolutionthe residue dissolved in water (2.5 mL)
  3. customthe titled compound was precipitated
  4. filtrationcollected by suction filtration (86 mg, 57%)

Sources & evidence

ORD record
ord-38695765ff4e4393b6ce119f4a015d25
Source dataset
uspto-grants-2014_02
Patent number
US08653096B2

Reaction notes

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