HCID 86702539, compound → HCID 67991223, compound

HRID 877065Notes

Reaction equation

HRID 877065 reaction equation
C(OC(=O)[NH:7][C:8]1([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[C:38]([C:39]4[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=4)=[CH:37][N:21]4[N:22]=[C:23]5[C:28]([C:27]([C:29]6[CH:34]=[CH:33][C:32]([C:35]#[N:36])=[CH:31][CH:30]=6)=[CH:26][CH:25]=[CH:24]5)=[C:20]4[N:19]=3)=[CH:14][CH:13]=2)[CH2:11][CH2:10][CH2:9]1)(C)(C)C>Cl.O1CCOCC1>[NH2:7][C:8]1([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[C:38]([C:39]4[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=4)=[CH:37][N:21]4[N:22]=[C:23]5[C:28]([C:27]([C:29]6[CH:34]=[CH:33][C:32]([C:35]#[N:36])=[CH:31][CH:30]=6)=[CH:26][CH:25]=[CH:24]5)=[C:20]4[N:19]=3)=[CH:14][CH:13]=2)[CH2:9][CH2:10][CH2:11]1

Participants

4

Reactant 1

HCID 86702539HCID 86702539, compound

Product 1

HCID 67991223HCID 67991223, compoundYield 25.6%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

235 mg (1-{4-[10-(4-Cyanophenyl)-3-phenylpyrimido[1,2-b]indazol-2-yl]phenyl}-cyclobutyl)carbamic acid tert-butyl ester in 15 mL 4M hydrogen chloride in dioxane were stirred over night at room temperature. The solvent was evaporated and the residue was treated with saturated sodium bicarbonate. After extraction with dichloromethane (trice) the combined organic phases were washed with brine and dried (sodium sulfate). The solvent was evaporated and the residue (189 mg) was purified by HPLC yielding 50 mg of the title compound.

Workup

  1. customThe solvent was evaporated
  2. additionthe residue was treated with saturated sodium bicarbonate
  3. extractionAfter extraction with dichloromethane (trice) the combined organic phases
  4. washwere washed with brine
  5. dry with materialdried (sodium sulfate)
  6. customThe solvent was evaporated
  7. customthe residue (189 mg) was purified by HPLC

Sources & evidence

ORD record
ord-1ceee29c186649f584c65445d54d64d8
Source dataset
uspto-grants-2015_03
Patent number
US08987286B2

Reaction notes

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