HCID 22390510, compound → HCID 10116050, compound

HRID 1072073Notes

Reaction equation

HRID 1072073 reaction equation
O1[C:5]2([CH2:10][CH2:9][N:8]([CH2:11][C:12]3[CH:13]=[CH:14][N:15]4[C:20]=3[C:19]([NH:21][C:22]3[CH:23]=[C:24]5[C:28](=[CH:29][CH:30]=3)[N:27]([CH2:31][C:32]3[CH:37]=[CH:36][CH:35]=[C:34]([F:38])[CH:33]=3)[N:26]=[CH:25]5)=[N:18][CH:17]=[N:16]4)[CH2:7][CH2:6]2)[O:4]CC1>C1COCC1.Cl.C(Cl)Cl.C([O-])(O)=O.[Na+]>[F:38][C:34]1[CH:33]=[C:32]([CH:37]=[CH:36][CH:35]=1)[CH2:31][N:27]1[C:28]2[C:24](=[CH:23][C:22]([NH:21][C:19]3[C:20]4=[C:12]([CH2:11][N:8]5[CH2:7][CH2:6][C:5](=[O:4])[CH2:10][CH2:9]5)[CH:13]=[CH:14][N:15]4[N:16]=[CH:17][N:18]=3)=[CH:30][CH:29]=2)[CH:25]=[N:26]1

Participants

7

Reactant 1

HCID 22390510HCID 22390510, compound

Product 1

HCID 10116050HCID 10116050, compoundYield 39%

Reagents, catalysts & solvents 5

HCID 313Hydrochloric AcidCatalystHCID 313Hydrochloric AcidSolventHCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolventHCID 516892Sodium BicarbonateSolvent

Procedure

A solution of [5-(1,4-dioxa-8-aza-spiro[4.5]dec-8-ylmethyl)-pyrrolo[2,1-f][1,2,4]triazin-4-yl]-[1-(3-fluoro-benzyl)-1H-indazol-5-yl]-amine (54 mg, 0.105 mmole) in a mixture of THF (1 mL) and 1 N aq. HCl (1 mL) containing 16 drops of conc. HCl was left stirring a RT for 7 days. The reaction was diluted with DCM and neutralized with sat. aq. NaHCO3 solution. After drying (Na2SO4), the solvent was removed to leave the title compound as an oil (19 mg, 39%). MS: 488 (M+H2O+H)+; HPLC Ret Time: 2.35 min (YMC Xterra ODS S7 C18, 3.0×50 mm column, 5 min gradient (component B was varied from 20 to 60%), 5 mL/min).

Workup

  1. waitwas left
  2. dry with materialAfter drying (Na2SO4)
  3. customthe solvent was removed

Sources & evidence

ORD record
ord-2d221387184e4690a96126b0bcb497c1
Source dataset
uspto-grants-2005_06
Patent number
US06908916B2

Reaction notes

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