Hydrochloric Acid → HCID 59232196, compound

HRID 1091508Notes

Reaction equation

HRID 1091508 reaction equation
[NH2:1][C:2]1[C:7]2=[C:8]([C:23]3[CH:28]=[CH:27][C:26]([NH:29][C:30]([NH:32][C:33]4[CH:38]=[C:37]([C:39]([F:42])([F:41])[F:40])[CH:36]=[CH:35][C:34]=4[F:43])=[O:31])=[C:25]([F:44])[CH:24]=3)[CH:9]=[C:10]([CH2:11][CH2:12][CH2:13][CH2:14][O:15][Si](C(C)(C)C)(C)C)[N:6]2[N:5]=[CH:4][N:3]=1.Cl>CCO.O>[NH2:1][C:2]1[C:7]2=[C:8]([C:23]3[CH:28]=[CH:27][C:26]([NH:29][C:30]([NH:32][C:33]4[CH:38]=[C:37]([C:39]([F:40])([F:41])[F:42])[CH:36]=[CH:35][C:34]=4[F:43])=[O:31])=[C:25]([F:44])[CH:24]=3)[CH:9]=[C:10]([CH2:11][CH2:12][CH2:13][CH2:14][OH:15])[N:6]2[N:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59232257HCID 59232257, compound

Product 1

HCID 59232196HCID 59232196, compound

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

To a suspension of 1-{4-[4-amino-7-(4-{[tert-butyl(dimethyl)silyl]oxy}butyl)pyrrolo[2,1-f][1,2,4]triazin-5-yl]-2-fluorophenyl}-3-[2-fluoro-5-(trifluoromethyl)-phenyl]urea in 3 ml 95:5 EtOH/H2O was added 30 μL conc. HCl. for 30 min. The reaction mixture was quenched with 5 ml saturated NaHCO3. After the solvent EtOH was evaporated, the crude was extracted with EtOAc (3×). The resulting crude organic was dried and concentrated and trituated with EtOAc and hexane to give 115 mg of pure title compound as a white solid. MS [M+H]+=521.2; LC/MS RT=2.94 min.

Workup

  1. customThe reaction mixture was quenched with 5 ml saturated NaHCO3
  2. customAfter the solvent EtOH was evaporated
  3. extractionthe crude was extracted with EtOAc (3×)
  4. customThe resulting crude organic was dried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-6abc1f4d3ad54cb58d7f36052c165be0
Source dataset
uspto-grants-2012_03
Patent number
US08129379B2

Reaction notes

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