Hydrochloric Acid → HCID 70652268, compound

HRID 1408889Notes

Reaction equation

HRID 1408889 reaction equation
CC1(C)[O:6][C@H:5]([CH2:7][C:8]2[CH:9]=[C:10]([F:28])[C:11]([N:14]3[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[C@H:16]([CH3:27])[CH2:15]3)=[N:12][CH:13]=2)[CH2:4][O:3]1.Cl.O1CCOCC1.CO>ClCCl.CCOCC>[F:28][C:10]1[CH:9]=[C:8]([CH2:7][C@@H:5]([OH:6])[CH2:4][OH:3])[CH:13]=[N:12][C:11]=1[N:14]1[CH2:19][CH2:18][NH:17][C@H:16]([CH3:27])[CH2:15]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 312751,4-DioxaneHCID 70652267HCID 70652267, compound

Product 1

HCID 70652268HCID 70652268, compoundYield 109.6%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of 48 (2.50 g, 6.10 mmol) in dichloromethane (13.6 mL) was treated at 0° C. with 4 mol/L HCl in 1,4-dioxane (9.2 mL, 36.6 mmol) followed by methanol (2.0 mL). The flask was sealed with a rubber septa and the mixture was then stirred at room temperature for 4 hrs. The reaction mixture was diluted with ether and the precipitate was washed several times with ether and dried under reduced pressure to afford 1.8 g (86%) of 49 which was confirmed by LC/MS and was used directly for the next step.

Workup

  1. customThe flask was sealed with a rubber septa
  2. washthe precipitate was washed several times with ether
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-91435af1667e4337abf15d09fa021567
Source dataset
uspto-grants-2014_12
Patent number
US08921373B2

Reaction notes

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