Hydrochloric Acid → (S)-2-Amino-3-[4-(3-cyano[1,6]naphthyridin-2-ylamino)phenyl]propionic acid methyl ester hydrochloride

HRID 852242Notes

Reaction equation

HRID 852242 reaction equation
[CH3:1][O:2][C:3](=[O:33])[C@@H:4]([NH:25]C(OC(C)(C)C)=O)[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]2[C:22]([C:23]#[N:24])=[CH:21][C:20]3[C:15](=[CH:16][CH:17]=[N:18][CH:19]=3)[N:14]=2)=[CH:8][CH:7]=1.[ClH:34]>O1CCOCC1>[ClH:34].[CH3:1][O:2][C:3](=[O:33])[C@@H:4]([NH2:25])[CH2:5][C:6]1[CH:7]=[CH:8][C:9]([NH:12][C:13]2[C:22]([C:23]#[N:24])=[CH:21][C:20]3[C:15](=[CH:16][CH:17]=[N:18][CH:19]=3)[N:14]=2)=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69375554(S)-2-tert-Butoxycarbonylamino-3-[4-(3-cyano[1,6]naphthyridin-2-ylamino)phenyl]propionic acid methyl ester

Product 1

HCID 69399982(S)-2-Amino-3-[4-(3-cyano[1,6]naphthyridin-2-ylamino)phenyl]propionic acid methyl ester hydrochlorideYield 96%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

(S)-2-tert-Butoxycarbonylamino-3-[4-(3-cyano[1,6]naphthyridin-2-ylamino)phenyl]propionic acid methyl ester (0.12 g) was disolved in dioxane (2 ml) and treated with saturated solution of hydrogen chloride in dioxane (2 ml) for 2 h at room temperature. The solvent was removed under reduced pressure to yield the title compound (0.1 g, 96%) as a white solid.

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-7d99ec646d32432fa212bc57cc0e4924
Source dataset
uspto-grants-2007_08
Patent number
US07253171B2

Reaction notes

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