Hydrochloric Acid → HCID 118222049, compound

HRID 1754304Notes

Reaction equation

HRID 1754304 reaction equation
[CH2:1]([O:8][CH:9]1[CH2:15][CH2:14][CH2:13][N:12]([S:16]([C:19]2[CH:20]=[C:21]([CH:26]=[CH:27][C:28]=2[CH2:29][CH2:30][F:31])[C:22]([O:24]C)=[O:23])(=[O:18])=[O:17])[CH2:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>C1COCC1.O>[CH2:1]([O:8][CH:9]1[CH2:15][CH2:14][CH2:13][N:12]([S:16]([C:19]2[CH:20]=[C:21]([CH:26]=[CH:27][C:28]=2[CH2:29][CH2:30][F:31])[C:22]([OH:24])=[O:23])(=[O:17])=[O:18])[CH2:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 118222065HCID 118222065, compound

Product 1

HCID 118222049HCID 118222049, compoundYield 91.8%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
37.5 °C

Procedure

To a solution of methyl 3-(4-benzyloxyazepan-1-yl)sulfonyl-4-(2-fluoroethyl)benzoate (180.00 mg, 400.42 umol, 1.00 Eq) in THF (5 mL) and H2O (1 mL). The formed mixture was stirred at 25-50° C. for 3 hr. The reaction mixture was neutralized with 1N HCl solution and concentrated to give the crude product 3-(4-benzyloxyazepan-1-yl)sulfonyl-4-(2-fluoroethyl)benzoic acid (160.00 mg, 367.39 umol, 91.75% yield).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-c7106ef7c846499aa0b864bd65062179
Source dataset
uspto-grants-2015_10
Patent number
US09169212B2

Reaction notes

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