HCID 178502446, compound → HCID 178502445, compound

HRID 1500532Notes

Reaction equation

HRID 1500532 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH2:19][CH2:18][N:17]([C:20](=[O:62])[NH:21][C:22]3[C:27]([Cl:28])=[CH:26][C:25]([C:29]4[CH:34]=[CH:33][C:32]([C:35]5[N:36]=[C:37]([C@@H:40]6[CH2:44][C@H:43]([CH3:45])[CH2:42][N:41]6[C:46](=[O:56])[C@@H:47]([NH:51][C:52]([O:54][CH3:55])=[O:53])[CH:48]([CH3:50])[CH3:49])[NH:38][CH:39]=5)=[CH:31][CH:30]=4)=[C:24]([O:57][C:58]([F:61])([F:60])[F:59])[CH:23]=3)[CH2:16][CH2:15]2)[CH2:10][CH2:9]1)=O)(C)(C)C>Cl.O1CCOCC1>[CH3:55][O:54][C:52](=[O:53])[NH:51][C@H:47]([C:46]([N:41]1[CH2:42][C@@H:43]([CH3:45])[CH2:44][C@H:40]1[C:37]1[NH:38][CH:39]=[C:35]([C:32]2[CH:31]=[CH:30][C:29]([C:25]3[CH:26]=[C:27]([Cl:28])[C:22]([NH:21][C:20]([N:17]4[CH2:18][CH2:19][N:14]([CH:11]5[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]5)[CH2:15][CH2:16]4)=[O:62])=[CH:23][C:24]=3[O:57][C:58]([F:61])([F:60])[F:59])=[CH:34][CH:33]=2)[N:36]=1)=[O:56])[CH:48]([CH3:50])[CH3:49]

Participants

4

Reactant 1

HCID 178502446HCID 178502446, compound

Product 1

HCID 178502445HCID 178502445, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 4-[4-(5-chloro-4′-{2-[(2S,4S)-1-((S)-2-methoxycarbonylamino-3-methyl-butyryl)-4-methyl-pyrrolidin-2-yl]-1H-imidazol-4-yl}-2-trifluoromethoxy-biphenyl-4-ylcarbamoyl)-piperazin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester 2TFA (12.94 mg, 0.012 mmol; Preparation 14) in 4 M HCl in 1,4-dioxane (0.21 mL) was stirred at RT for 30 min to provide the intermediate product {(S)-1-[(2S,4S)-2-(4-{5′-Chloro-4′-[(4-piperidin-4-yl-piperazine-1-carbonyl)-amino]-2′-trifluoromethoxy-biphenyl-4-yl}-1H-imidazol-2-yl)-4-methyl-pyrrolidine-1-carbonyl]-2-methyl-propyl}-carbamic acid methyl ester.

Sources & evidence

ORD record
ord-5b72610cbbca441ca206959b4fc756f3
Source dataset
uspto-grants-2015_12
Patent number
US09206159B2

Reaction notes

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