Hydrochloric Acid → HCID 10069991, compound

HRID 1374802Notes

Reaction equation

HRID 1374802 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][C:16]=3I)[NH:11][C:10]=2[CH3:19])=[CH:4][CH:3]=1.F[C:21](F)(F)[C:22]([OH:24])=[O:23].[CH3:27][C:28]#N.N.Cl>ClCCl.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][C:16]=3[C:28]3[CH:27]=[CH:4][CH:3]=[CH:2][CH:7]=3)[N:11]([CH2:21][C:22]([OH:24])=[O:23])[C:10]=2[CH3:19])=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6422Trifluoroacetic acidHCID 15587892HCID 15587892, compoundHCID 21077838HCID 21077838, compound

Product 1

HCID 10069991HCID 10069991, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of the product from part (i) (0.4 g) in dichloromethane (10 ml) was added trifluoroacetic acid (2 ml), the reaction was stirred at room temperature overnight. The reaction was concentrated in vacuo and the residue dissolved/suspended in water. The pH was adjusted to 2 using 2M HCl(aq) and the solid which precipitated was isolated by filtration. This was purifed using reverse phase preparative HPLC (MeCN/NH3(aq) as eluent) to give a solid. The solid was suspended in water and the pH was adjusted to 2 using 2M HCl(aq), the solid was isolated by filtration, triturated with hexane and dried overnight at 40° C. under vaccum to give the title compound (0.15 g).

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. customthe solid which precipitated
  3. customwas isolated by filtration
  4. customto give a solid
  5. customthe solid was isolated by filtration
  6. customtriturated with hexane
  7. customdried overnight at 40° C. under vaccum

Sources & evidence

ORD record
ord-79ce7948a93148f9bb014ab56b38b4d3
Source dataset
uspto-grants-2007_01
Patent number
US07166607B2

Reaction notes

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