Hydrochloric Acid → HCID 70652263, compound

HRID 1408875Notes

Reaction equation

HRID 1408875 reaction equation
[OH:1][C@@H:2]([CH2:24][OH:25])[CH2:3][C:4]1[CH:5]=[C:6]([F:23])[C:7]([C:10]2[CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12][CH:11]=2)=[N:8][CH:9]=1.Cl.C(OCC)C>ClCCl.O1CCOCC1>[F:23][C:6]1[C:7]([C:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH:11]=2)=[N:8][CH:9]=[C:4]([CH2:3][C@@H:2]([OH:1])[CH2:24][OH:25])[CH:5]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 70653062HCID 70653062, compound

Product 1

HCID 70652263HCID 70652263, compoundYield 118.4%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 4 (2.30 g, 6.53 mmol) in dichloromethane (10 mL) was stirred with 4 mol/L HCl in dioxane (25 mL) in a closed vessel at room temperature overnight. The resulting suspension was stirred for 1 h with ethyl ether. The solid precipitated was collected by filtration and washed several times with ethyl ether to afford 1.95 g (92%) of 5 as a pale yellow solid (HCl salt). The identity of compound 5 was confirmed by LC/MS and 5 was used directly for the next step.

Workup

  1. customThe solid precipitated
  2. filtrationwas collected by filtration
  3. washwashed several times with ethyl ether

Sources & evidence

ORD record
ord-f10ef837a6104cc8a02f9c30f20252ed
Source dataset
uspto-grants-2014_12
Patent number
US08921373B2

Reaction notes

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