Hydrochloric Acid → HCID 68714517, compound

HRID 1911516Notes

Reaction equation

HRID 1911516 reaction equation
[CH3:1][O:2][C:3](=[O:26])[CH:4]([NH:18]C(OC(C)(C)C)=O)[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([NH:11][CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[CH:6]=1.Cl>O1CCOCC1>[CH3:1][O:2][C:3](=[O:26])[CH:4]([NH2:18])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([NH:11][CH:12]2[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]2)[CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68715687HCID 68715687, compound

Product 1

HCID 68714517HCID 68714517, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of (RS)-tert-butoxycarbonylamino-(3-cyclohexylamino-phenyl)-acetic acid methyl ester (200 mg) in dioxane (5 ml) was treated with 4M HCl in dioxane (2.76 ml) and stirred at r.t. overnight, then concentrated. The crude product was purified by column chromatography (silica gel; gradient: CH2Cl2->CH2Cl2/MeOH 9:1) to give (RS)-amino-(3-cyclohexylamino-phenyl)-acetic acid methyl ester (126 mg, 87%) as light yellow viscous oil.

Workup

  1. concentrationconcentrated
  2. customThe crude product was purified by column chromatography (silica gel; gradient: CH2Cl2->CH2Cl2/MeOH 9:1)

Sources & evidence

ORD record
ord-7a8b6d03264645398fd5f034ae3281fb
Source dataset
uspto-grants-2013_12
Patent number
US08604061B2

Reaction notes

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