Hydrochloric Acid → HCID 178502364, compound

HRID 1748849Notes

Reaction equation

HRID 1748849 reaction equation
CC([N:5]([CH2:9][C:10]([C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:23]=[CH:22][C:21]([C:24]3[N:25]=[C:26]([C@@H:29]4[CH2:33][CH2:32][CH2:31][N:30]4[C:34](=[O:44])[C@@H:35]([NH:39][C:40]([O:42][CH3:43])=[O:41])[CH:36]([CH3:38])[CH3:37])[NH:27][CH:28]=3)=[CH:20][CH:19]=2)=[CH:14][CH:13]=1)=[O:11])C(=O)[O-])(C)C.Cl>C(Cl)Cl>[NH2:5][CH2:9][C:10]([C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:19]=[CH:20][C:21]([C:24]3[N:25]=[C:26]([C@@H:29]4[CH2:33][CH2:32][CH2:31][N:30]4[C:34]([C@@H:35]([NH:39][C:40](=[O:41])[O:42][CH3:43])[CH:36]([CH3:38])[CH3:37])=[O:44])[NH:27][CH:28]=3)=[CH:22][CH:23]=2)=[CH:14][CH:13]=1)=[O:11]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178502368HCID 178502368, compound2×

Product 1

HCID 178502364HCID 178502364, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 1,1-dimethylethyl[2-(4′-{2-[(2S)-1-((2S)-3-methyl-2-{[(methyloxy)carbonyl]amino}butanoyl)-2-pyrrolidinyl]-1H-imidazol-4-yl}-4-biphenylyl)-2-oxoethyl]carbamate (Intermediate 11) (3.8 g, 6.3 mmol) in DCM (40 mL) was treated with HCl (10 mL, 4M in dioxane) to give methyl {(1S)-1-[((2S)-2-{4-[4′-(aminoacetyl)-4-biphenylyl]-1H-imidazol-2-yl}-1-pyrrolidinyl)carbonyl]-2-methylpropyl}carbamate (Intermediate 1) as light yellow solid (3.5 g, quant.).

Sources & evidence

ORD record
ord-f1f81de15e664db18d572080ba323c7d
Source dataset
uspto-grants-2015_10
Patent number
US09150587B2

Reaction notes

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