Hydrochloric Acid → HCID 70653061, compound

HRID 1408886Notes

Reaction equation

HRID 1408886 reaction equation
[OH:1][CH: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.O1CCOCC1.C(OCC)C>ClCCl>[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][CH:2]([OH:1])[CH2:24][OH:25])[CH:5]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 312751,4-DioxaneHCID 70653059HCID 70653059, compound

Product 1

HCID 70653061HCID 70653061, compoundYield 91.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 42 (0.31 g, 0.868 mmol) in dichloromethane (2.0 mL) was treated at 38° C. with 4 mol/L HCl in 1,4-dioxane (4.34 mmol, 1.1 mL) in a sealed vessel for 16 hrs. The resulting suspension was stirred for 1 h with ethyl ether. The solid precipitate was collected on filter paper and washed several times with ethyl ether to afford 200 mg (70%) of 43 as a tan solid which was used directly for the next step. LC/MS (M+1) 253.

Workup

  1. customThe solid precipitate was collected
  2. filtrationon filter paper
  3. washwashed several times with ethyl ether

Sources & evidence

ORD record
ord-6fe16f4de74e461baad1ac5db51f1685
Source dataset
uspto-grants-2014_12
Patent number
US08921373B2

Reaction notes

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