Hydrochloric Acid → methyl 2-(4-amino-6-bromo-2-phenylchroman-4-yl)acetate HCl salt

HRID 2096631Notes

Reaction equation

HRID 2096631 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][CH:7]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:6][C:5]2([CH2:25][C:26]([O:28][CH3:29])=[O:27])[NH:18]S(C(C)(C)C)=O.[ClH:30]>CO.O1CCOCC1>[ClH:30].[NH2:18][C:5]1([CH2:25][C:26]([O:28][CH3:29])=[O:27])[C:4]2[C:9](=[CH:10][CH:11]=[C:2]([Br:1])[CH:3]=2)[O:8][CH:7]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:6]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67173575Methyl 2-(6-bromo-4-(1,1-dimethylethylsulfinamido)-2-phenylchroman-4-yl)acetate

Product 1

HCID 67174352methyl 2-(4-amino-6-bromo-2-phenylchroman-4-yl)acetate HCl salt

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of methyl 2-(6-bromo-4-(1,1-dimethylethylsulfmamido)-2-phenylchroman-4-yl)acetate (427 mg, 0.89 mmol) in MeOH (7 mL) and 4 M HCl solution in 1,4-dioxane (14 mL) is stirred at rt for 30 min. The solvent is removed under reduced pressure to give 418 mg methyl 2-(4-amino-6-bromo-2-phenylchroman-4-yl)acetate HCl salt as a white foam, which is used for next step without further purification. MS ESI +ve m/z 376 (M+H)+.

Workup

  1. customThe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-3681a88517c14ffb9fcf7a614f51068d
Source dataset
uspto-grants-2013_05
Patent number
US08450308B2

Reaction notes

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