Hydrochloric Acid → HCID 136412255, compound

HRID 2079405Notes

Reaction equation

HRID 2079405 reaction equation
[ClH:1].CCOCC.[OH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[N:23]=[C:22]([N:24]2[CH2:28][CH2:27][C@@H:26]([NH:29][C:30](=[O:39])[O:31][CH2:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[CH2:25]2)[C:21]2[C:16](=[CH:17][C:18]([CH3:40])=[CH:19][CH:20]=2)[N:15]=1>C(Cl)Cl>[ClH:1].[OH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[N:23]=[C:22]([N:24]2[CH2:28][CH2:27][C@@H:26]([NH:29][C:30](=[O:39])[O:31][CH2:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[CH2:25]2)[C:21]2[C:16](=[CH:17][C:18]([CH3:40])=[CH:19][CH:20]=2)[N:15]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 136121472HCID 136121472, compound

Product 1

HCID 136412255HCID 136412255, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A 2.0 M HCl solution in Et2O (318 μL, 0.636 mmol) was slowly added to a stirring solution of benzyl (R)-1-(2-(2-hydroxyphenyl)-7-methylquinazolin-4-yl)pyrrolidin-3-ylcarbamate (289 mg, 0.636 mmol) in 2.1 mL of CH2Cl2. Solvents were removed under reduced pressure and the residue was triturated with Et2O and filtered to give benzyl (R)-1-(2-(2-hydroxyphenyl)-7-methylquinazolin-4-yl)pyrrolidin-3-ylcarbamate hydrochloride. LC/MS: m/z 455.2 (M+H)+ at 2.80 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).

Workup

  1. customSolvents were removed under reduced pressure
  2. customthe residue was triturated with Et2O
  3. filtrationfiltered

Sources & evidence

ORD record
ord-95654a4f52144d2e80fdfb9c1f02a3ef
Source dataset
uspto-grants-2011_04
Patent number
US07928107B2

Reaction notes

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