Hydrochloric Acid → HCID 178502433, compound

HRID 1625495Notes

Reaction equation

C(OC([N:8]1[CH2:12][C@@H:11]([CH3:13])[CH2:10][C@H:9]1[C:14]1[NH:15][CH:16]=[C:17]([C:19]2[CH:24]=[CH:23][C:22]([C:25]3[CH:30]=[CH:29][C:28]([C:31]4[CH:56]=[CH:55][C:34]5[NH:35][C:36]([C@@H:38]6[CH2:42][C@H:41]([CH3:43])[CH2:40][N:39]6[C:44](=[O:54])[C@@H:45]([NH:49][C:50]([O:52][CH3:53])=[O:51])[CH:46]([CH3:48])[CH3:47])=[N:37][C:33]=5[CH:32]=4)=[CH:27][CH:26]=3)=[CH:21][CH:20]=2)[N:18]=1)=O)(C)(C)C.[ClH:57].O1CCOCC1>>[ClH:57].[CH3:53][O:52][C:50](=[O:51])[NH:49][C@H:45]([C:44]([N:39]1[CH2:40][C@@H:41]([CH3:43])[CH2:42][C@H:38]1[C:36]1[NH:35][C:34]2[CH:55]=[CH:56][C:31]([C:28]3[CH:29]=[CH:30][C:25]([C:22]4[CH:23]=[CH:24][C:19]([C:17]5[N:18]=[C:14]([C@@H:9]6[CH2:10][C@H:11]([CH3:13])[CH2:12][NH:8]6)[NH:15][CH:16]=5)=[CH:20][CH:21]=4)=[CH:26][CH:27]=3)=[CH:32][C:33]=2[N:37]=1)=[O:54])[CH:46]([CH3:48])[CH3:47]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 312751,4-Dioxane

HCID 178502432HCID 178502432, compound

Product 1

HCID 178502433HCID 178502433, compound

Procedure

(2S,4S)-2-[4-(4′-{2-[(2S,4S)-1-((S)-2-Methoxycarbonylamino-3-methyl-butyryl)-4-methyl-pyrrolidin-2-yl]-1H-benzoimidazol-5-yl}-biphenyl-4-yl)-1H-imidazol-2-yl]-4-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester (75 mg, 0.0987 mmol) is stirred with 4M HCl in dioxane (4 mL, 16 mmol). The reaction mixture is stirred at room temperature for 0.5 hour and concentrated to dryness. The product {(S)-2-methyl-1-[(2S,4S)-4-methyl-2-(5-{4′-[2-((2S,4S)-4-methyl-pyrrolidin-2-yl)-1H-imidazol-4-yl]-biphenyl-4-yl}-1H-benzoimidazol-2-yl)-pyrrolidine-1-carbonyl]-propyl}-carbamic acid methyl ester hydrochloride is used as such in the next step.

Workup

concentrationconcentrated to dryness

Sources & evidence

ORD record: ord-1c7678f5ae86406d97cabd82f8b2cd75
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08779156B2

Reaction notes

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