Hydrochloric Acid → HCID 76902765, compound

HRID 525300Notes

Reaction equation

HRID 525300 reaction equation
C(O[C:6](=O)[N:7]([C@H:9]([C:11](=[O:38])[NH:12][C@H:13]([C:17]([N:19]1[C:23]2=[N:24][CH:25]=[CH:26][CH:27]=[C:22]2[CH2:21][C@H:20]1[CH2:28][NH:29][C:30](=[O:37])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)=[O:18])[CH:14]([CH3:16])[CH3:15])[CH3:10])C)(C)(C)C.[ClH:40]>O1CCOCC1>[ClH:40].[CH3:15][CH:14]([CH3:16])[C@H:13]([NH:12][C:11](=[O:38])[C@@H:9]([NH:7][CH3:6])[CH3:10])[C:17]([N:19]1[C:23]2=[N:24][CH:25]=[CH:26][CH:27]=[C:22]2[CH2:21][C@H:20]1[CH2:28][NH:29][C:30](=[O:37])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)=[O:18]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 118353918HCID 118353918, compound

Product 1

HCID 76902765HCID 76902765, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of ((S)-1-{(S)-1-[(S)-2-(benzoylamino-methyl)-2,3-dihydro-pyrrolo[2,3-b]pyridine-1-carbonyl]-2-methyl-propylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester (30 mg, 0.056 mmol) in dioxane (0.5 mL) was added dropwise 4 M HCl in dioxane (0.3 mL) at 0° C. The reaction mixture was stirred for 2 h at rt and then the solvent removed in vacuo. Trituration of the residue with hexane gave N—{(S)-1-[(S)-3-Methyl-2-((S)-2-methylamino-propionylamino)-butyryl]-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-2-ylmethyl}-benzamide, hydrochloride as an off white solid (25 mg), m/z=438 (M+H).

Workup

  1. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-17549910363b48589f25869e45a08720
Source dataset
uspto-grants-2016_05
Patent number
US09340573B2

Reaction notes

Loading…