Hydrochloric Acid → HCID 73443115, compound

HRID 525302Notes

Reaction equation

HRID 525302 reaction equation
C(O[C:6](=O)[N:7](C)[C@H:8]([C:10](=[O:35])[NH:11][C@H:12]([C:16]([N:18]1[C:22]2=[N:23][CH:24]=[CH:25][CH:26]=[C:21]2[CH2:20][C@H:19]1[CH2:27][NH:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:17])[CH:13]([CH3:15])[CH3:14])[CH3:9])(C)(C)C.[ClH:38]>O1CCOCC1>[ClH:38].[CH3:6][NH:7][C@@H:8]([CH3:9])[C:10]([NH:11][C@H:12]([C:16]([N:18]1[C:22]2=[N:23][CH:24]=[CH:25][CH:26]=[C:21]2[CH2:20][C@H:19]1[CH2:27][NH:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:17])[CH:13]([CH3:15])[CH3:14])=[O:35]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 118354000HCID 118354000, compound

Product 1

HCID 73443115HCID 73443115, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of methyl-{(S)-1-[(S)-2-methyl-1-((S)-2-phenylaminomethyl-2,3-dihydro-pyrrolo[2,3-b]pyridine-1-carbonyl)-propylcarbamoyl]-ethyl}-carbamic acid tert-butyl ester (25 mg, 0.05 mmol) in 1,4-dioxane (0.5 mL) was added 4 M HCl in dioxane (0.5 mL) dropwise at 0° C. The reaction mixture was stirred at rt for 3 h then concentrated in vacuo to obtain (S)-2-methylamino-N—[(S)-2-methyl-1-((S)-2-phenylaminomethyl-2,3-dihydro-pyrrolo[2,3-b]pyridine-1-carbonyl)-propyl]-propionamide hydrochloride (18 mg), m/z=410.4 (M+H).

Workup

  1. concentrationthen concentrated in vacuo

Sources & evidence

ORD record
ord-98bfb555e6664834a1ed33fefbabf159
Source dataset
uspto-grants-2016_05
Patent number
US09340573B2

Reaction notes

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