Hydrochloric Acid → HCID 68378913, compound

HRID 2038785Notes

Reaction equation

HRID 2038785 reaction equation
C(OC(=O)[NH:7][C@H:8]([C:12](=[O:29])[NH:13][C@@H:14]([C:16]1[N:21]=[CH:20][C:19]([C:22]2[CH:23]=[N:24][C:25]([CH3:28])=[CH:26][CH:27]=2)=[CH:18][CH:17]=1)[CH3:15])[C@H:9]([OH:11])[CH3:10])(C)(C)C.[ClH:31].O1CCOCC1>C(Cl)Cl>[ClH:31].[ClH:31].[ClH:31].[NH2:7][C@@H:8]([C@H:9]([OH:11])[CH3:10])[C:12]([NH:13][C@@H:14]([C:16]1[N:21]=[CH:20][C:19]([C:22]2[CH:23]=[N:24][C:25]([CH3:28])=[CH:26][CH:27]=2)=[CH:18][CH:17]=1)[CH3:15])=[O:29]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 68379204HCID 68379204, compound

Product 1

HCID 68378913HCID 68378913, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

{(1S,2R)-2-hydroxy-1-[(R)-1-(6′-methyl-[3,3′]bipyridinyl-6-yl)-ethylcarbamoyl]-propyl}-carbamic acid tert-butyl ester (0.23 g, 0.45 mmol) was dissolved in CH2Cl2 (2 mL) and 4M HCl in dioxane (2 mL, 4 mmol) was added. After 1.5 hours, the volatiles were removed under a stream of N2 to give 300 mg of (2S,3R)-2-amino-3-hydroxy-N-[(R)-1-(6′-methyl-[3,3′]bipyridinyl-6-yl)-ethyl]-butyramide trihydrochloride salt as a tan powder, m/z 315.7 [M+H]+.

Workup

  1. customthe volatiles were removed under a stream of N2

Sources & evidence

ORD record
ord-bfdac556ab324221aa207b6ac23302de
Source dataset
uspto-grants-2013_11
Patent number
US08575360B2

Reaction notes

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