Sodium Hydroxide → HCID 66879432, compound

HRID 2265881Notes

Reaction equation

HRID 2265881 reaction equation
[F:1][C:2]1[CH:40]=[CH:39][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([S:13]([N:16]3[CH2:25][CH2:24][C:23]4[C:18](=[CH:19][CH:20]=[C:21]([O:26][CH2:27][CH2:28][N:29]5[CH2:34][CH2:33][O:32][CH2:31][CH2:30]5)[CH:22]=4)[CH:17]3[C:35]([O:37]C)=[O:36])(=[O:15])=[O:14])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.[OH-].[Na+]>Cl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([S:13]([N:16]3[CH2:25][CH2:24][C:23]4[C:18](=[CH:19][CH:20]=[C:21]([O:26][CH2:27][CH2:28][N:29]5[CH2:30][CH2:31][O:32][CH2:33][CH2:34]5)[CH:22]=4)[CH:17]3[C:35]([OH:37])=[O:36])(=[O:14])=[O:15])=[CH:9][CH:8]=2)=[CH:39][CH:40]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68680877Methyl 2-[4-(4-fluorophenoxy)benzenesulfonyl]-6-(2-morpholin-4-ylethoxy)-1,2,3,4-tetrahydroisoquinoline-1-carboxylate

Product 1

HCID 66879432HCID 66879432, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

86 mg (0.15 mmol) of methyl 2-[4-(4-fluorophenoxy)benzenesulfonyl]-6-(2-morpholin-4-ylethoxy)-1,2,3,4-tetrahydroisoquinoline-1-carboxylate are heated in 15 ml of 6 N HCl to 70° C. After one hour, the mixture is allowed to cool to room temperature and neutralized with 5 N NaOH. The aqueous solution is extracted with ethyl acetate, and the organic phase is dried with MgSO4 and concentrated, allowing the carboxylic acid to be isolated in a yield of 75%.

Workup

  1. extractionThe aqueous solution is extracted with ethyl acetate
  2. dry with materialthe organic phase is dried with MgSO4
  3. concentrationconcentrated
  4. customto be isolated in a yield of 75%

Sources & evidence

ORD record
ord-5d16276fc13b41a6b6cbe1dec704379e
Source dataset
uspto-grants-2010_12
Patent number
US07858619B2

Reaction notes

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