Hydrochloric Acid → (S)-2-Amino-3-[4-(2,3-dimethyl-pyridin-4-yloxy)-phenyl]-propionic acid methyl ester dihydrochloride

HRID 391832Notes

Reaction equation

[CH3:1][O:2][C:3](=[O:29])[C@@H:4]([NH:21]C(OC(C)(C)C)=O)[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][C:13]2[CH:18]=[CH:17][N:16]=[C:15]([CH3:19])[C:14]=2[CH3:20])=[CH:8][CH:7]=1.[ClH:30]>C(Cl)Cl>[ClH:30].[ClH:30].[CH3:1][O:2][C:3](=[O:29])[C@@H:4]([NH2:21])[CH2:5][C:6]1[CH:7]=[CH:8][C:9]([O:12][C:13]2[CH:18]=[CH:17][N:16]=[C:15]([CH3:19])[C:14]=2[CH3:20])=[CH:10][CH:11]=1

Participants

Conditions

Temperature: 0 °C

Procedure

(S)-2-tert-Butoxycarbonylamino-3-[4-(2,3-dimethyl-pyridin-4-yloxy)-phenyl]-propionic acid methyl ester (0.2 g) was taken in 4 mL of DCM and cooled to 0° C. and HCl (1 mL, 4N in dioxane) was added and reaction was stirred at room temperature for 2 hours. All volatiles were evaporated and residue was triturated with DCM/hexanes (0.17 g). LCMS (m/z): 302.

Workup

customreaction
customAll volatiles were evaporated
customresidue was triturated with DCM/hexanes (0.17 g)

Sources & evidence

ORD record: ord-62d2d5d453574a3ab3920c17575460b5
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08383644B2

Reaction notes

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