Hydrochloric Acid → HCID 70652751, compound

HRID 1408879Notes

Reaction equation

HRID 1408879 reaction equation
[OH:1][C@@H:2]([CH2:24][OH:25])[CH2:3][C:4]1[CH:5]=[C:6]([F:23])[C:7]([N:10]2[CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12][CH2:11]2)=[N:8][CH:9]=1.Cl.C(OCC)C>ClCCl.O1CCOCC1>[F:23][C:6]1[CH:5]=[C:4]([CH2:3][C@@H:2]([OH:1])[CH2:24][OH:25])[CH:9]=[N:8][C:7]=1[N:10]1[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 70652917HCID 70652917, compound

Product 1

HCID 70652751HCID 70652751, compoundYield 114.3%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 13 (1.40 g, 3.94 mmol) in dichloromethane (10 mL) was stirred with 4 mol/L HCl in dioxane (25 mL) in a closed vessel overnight at room temperature. 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 1.15 g (yield 100%) of 14 as a pale yellow foam (HCl salt). The identity of compound 14 was confirmed by LC/MS and was used directly for the next step. LC/MS (M+1) 256.

Workup

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

Sources & evidence

ORD record
ord-8077bb11fb7c41dab2cb27f3168bc396
Source dataset
uspto-grants-2014_12
Patent number
US08921373B2

Reaction notes

Loading…