Hydrochloric Acid → Hydrochloric Acid

HRID 527754Notes

Reaction equation

HRID 527754 reaction equation
C(OC([NH:8][C@H:9]([C:27]([N:29]1[C@H:33]([C:34](=[O:46])[NH:35][C@H:36]2[C:45]3[C:40](=[CH:41][CH:42]=[CH:43][CH:44]=3)[CH2:39][CH2:38][CH2:37]2)[CH2:32][Si:31]([CH3:48])([CH3:47])[CH2:30]1)=[O:28])[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([O:25][CH3:26])=[O:24])=[CH:19][CH:18]=2)=[CH:13][CH:12]=1)=O)(C)(C)C.[ClH:49]>C(Cl)Cl>[NH2:8][C@H:9]([C:27]([N:29]1[C@H:33]([C:34](=[O:46])[NH:35][C@H:36]2[C:45]3[C:40](=[CH:41][CH:42]=[CH:43][CH:44]=3)[CH2:39][CH2:38][CH2:37]2)[CH2:32][Si:31]([CH3:48])([CH3:47])[CH2:30]1)=[O:28])[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:18]=[CH:19][C:20]([C:23]([O:25][CH3:26])=[O:24])=[CH:21][CH:22]=2)=[CH:13][CH:12]=1.[ClH:49]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 131735606HCID 131735606, compound

Product 2

HCID 313Hydrochloric AcidYield 1,523.7%HCID 89930827HCID 89930827, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of methyl 4′-((S)-2-((tert-butoxycarbonyl)amino)-3-((R)-3,3-dimethyl-5-(((R)-1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)-1,3-azasilolidin-1-yl)-3-oxopropyl)-[1,1′-biphenyl]-4-carboxylate (30 mg, 0.045 mmol) in DCM (2 mL) was added HCl (4.0 M solution in dioxane) (0.34 mL, 1.34 mmol). The reaction mixture was stirred at rt for 3 h. The reaction mixture was concentrated in vacuo to give the title compound HCl salt as a light yellow solid (25 mg, 92%). MS(ESI+) m/z 570.5 (M+H)+.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-fe2e16b636714b0eaa2678f696f0d4b2
Source dataset
uspto-grants-2016_05
Patent number
US09345740B2

Reaction notes

Loading…