1,4-Dioxaspiro(4.5)decan-8-ol → HCID 67224670, compound

HRID 1257864Notes

Reaction equation

HRID 1257864 reaction equation
O1[C:5]2([CH2:10][CH2:9][CH:8]([N:11]3[CH:15]=[C:14]([C:16]4[CH:17]=[N:18][C:19]5[N:20]([C:22]([C:25]6([C:28]7[CH:29]=[C:30]8[C:35](=[CH:36][CH:37]=7)[N:34]=[CH:33][CH:32]=[CH:31]8)[CH2:27][CH2:26]6)=[CH:23][N:24]=5)N=4)[CH:13]=[N:12]3)[CH2:7][CH2:6]2)[O:4]CC1.O1C2(CCC(O)CC2)OC[CH2:39]1>>[N:34]1[C:35]2[C:30](=[CH:29][C:28]([C:25]3([C:22]4[N:20]5[CH:39]=[C:16]([C:14]6[CH:13]=[N:12][N:11]([CH:8]7[CH2:7][CH2:6][C:5](=[O:4])[CH2:10][CH2:9]7)[CH:15]=6)[CH:17]=[N:18][C:19]5=[N:24][CH:23]=4)[CH2:26][CH2:27]3)=[CH:37][CH:36]=2)[CH:31]=[CH:32][CH:33]=1

Participants

3

Reactant 2

HCID 5673521,4-Dioxaspiro(4.5)decan-8-olHCID 67225111HCID 67225111, compound

Product 1

HCID 67224670HCID 67224670, compound

Conditions

Temperature
100 °C

Procedure

The crude reaction mixture containing 6-(1-{2-[1-(1,4-dioxaspiro[4.5]dec-8-yl)-1H-pyrazol-4-yl]imidazo[1,2-b][1,2,4]triazin-7-yl}cyclopropyl)quinoline (˜30 mg, 0.07 mmol), prepared using a procedure analogous to that described for the synthesis of Example 88 starting from 1,4-dioxaspiro[4.5]decan-8-ol, was concentrated and treated directly with AcOH (1 mL), water (100 μL) and heated to 100° C. for 1 h to afford the desired product, which was purified by RP-HPLC. LCMS: (M+H)=449.2.

Workup

  1. customThe crude reaction mixture
  2. customprepared
  3. concentrationwas concentrated
  4. additiontreated directly with AcOH (1 mL), water (100 μL)

Sources & evidence

ORD record
ord-031799a132fb442591ac4dc9b83b7755
Source dataset
uspto-grants-2013_06
Patent number
US08461330B2

Reaction notes

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