HCID 57424615, compound → HCID 57424616, compound

HRID 1093237Notes

Reaction equation

HRID 1093237 reaction equation
[OH:1][CH:2]([C:5]1[C:13]2[C:8](=[N:9][C:10]([C:22]3[CH:27]=[CH:26][C:25]([NH:28][C:29]([NH:31][CH3:32])=[O:30])=[CH:24][CH:23]=3)=[N:11][C:12]=2[N:14]2[CH2:20][CH:19]3[O:21][CH:16]([CH2:17][CH2:18]3)[CH2:15]2)[N:7]([CH2:33][CH3:34])[N:6]=1)CO>C(Cl)Cl.C1COCC1>[CH2:33]([N:7]1[C:8]2=[N:9][C:10]([C:22]3[CH:27]=[CH:26][C:25]([NH:28][C:29]([NH:31][CH3:32])=[O:30])=[CH:24][CH:23]=3)=[N:11][C:12]([N:14]3[CH2:15][CH:16]4[O:21][CH:19]([CH2:18][CH2:17]4)[CH2:20]3)=[C:13]2[C:5]([CH:2]=[O:1])=[N:6]1)[CH3:34]

Participants

3

Reactant 1

HCID 57424615HCID 57424615, compound

Product 1

HCID 57424616HCID 57424616, compound

Reagents, catalysts & solvents 1

HCID 21919333Tetrahydrofurane dichloromethaneSolvent

Procedure

To a solution of 1-{4-[3-(1,2-dihydroxyethyl)-1-ethyl-4-(8-oxa-3-azabicyclo[3.2.1]oct-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl]phenyl}-3-methylurea (158 mg) (0.34 mmol) in DCM:THF (2:1) (6.0 mL) was added excess sodium NaIO4 on silica gel and the mixture was stirred for 1 hr. at room temperature. The insoluble material was filtered off and the organics were dried (Na2SO4) and filtered off through Magnesol and then concentrated in vacuo. to give a white solid that was collected with diethyl ether to give 110 mg. MS m/z=436.2.2 (M+H).

Workup

  1. customat room temperature
  2. filtrationThe insoluble material was filtered off
  3. dry with materialthe organics were dried (Na2SO4)
  4. filtrationfiltered off through Magnesol
  5. concentrationconcentrated in vacuo
  6. customto give a white solid
  7. customthat was collected with diethyl ether
  8. customto give 110 mg

Sources & evidence

ORD record
ord-ed07c1ccf41b4710b737080f99179e42
Source dataset
uspto-grants-2012_03
Patent number
US08129371B2

Reaction notes

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