Hydrochloric Acid → HCID 73777127, compound

HRID 525306Notes

Reaction equation

HRID 525306 reaction equation
C(O[C:6](=O)[N:7](C)[C@H:8]([C:10](=[O:39])[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:38]=[CH:37][C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH:30]=1)=[O:17])[CH:13]([CH3:15])[CH3:14])[CH3:9])(C)(C)C.[ClH:42]>O1CCOCC1>[ClH:42].[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:38]=[CH:37][C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH:30]=1)=[O:17])[CH:13]([CH3:15])[CH3:14])=[O:39]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 117872454HCID 117872454, compound

Product 1

HCID 73777127HCID 73777127, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of methyl-((S)-1-{(S)-2-methyl-1-[(S)-2-(naphthalen-2-ylaminomethyl)-2,3-dihydro-pyrrolo[2,3-b]pyridine-1-carbonyl]-propylcarbamoyl}-ethyl)-carbamic acid tert-butyl ester (27 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 and then the solvent was removed in vacuo to give (S)-2-methylamino-N—{(S)-2-methyl-1-[(S)-2-(naphthalen-2-ylaminomethyl)-2,3-dihydro-pyrrolo[2,3-b]pyridine-1-carbonyl]-propyl}-propionamide hydrochloride (23 mg), m/z=460 (M+H).

Workup

  1. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-fc518b1639d247e9944091df5921c954
Source dataset
uspto-grants-2016_05
Patent number
US09340573B2

Reaction notes

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