(4-(5,9-Dioxaspiro[3.5]non-7-yloxy)pyridin-2-yl)methanol → HCID 66776211, compound

HRID 1645654Notes

Reaction equation

HRID 1645654 reaction equation
[Na:1].[CH2:2]1[C:5]2([O:10][CH2:9][CH:8]([O:11][C:12]3[CH:17]=[CH:16][N:15]=[C:14]([CH2:18][S:19]([C:21]4[NH:25][C:24]5[CH:26]=[CH:27][CH:28]=[CH:29][C:23]=5[N:22]=4)=[O:20])[C:13]=3C)[CH2:7][O:6]2)[CH2:4][CH2:3]1.C1C2(OCC(OC3C=CN=C(CO)C=3)CO2)CC1>>[Na:1].[CH2:4]1[C:5]2([O:10][CH2:9][CH:8]([O:11][C:12]3[CH:17]=[CH:16][N:15]=[C:14]([CH2:18][S:19]([C:21]4[NH:22][C:23]5[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=5[N:25]=4)=[O:20])[CH:13]=3)[CH2:7][O:6]2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 59792459(4-(5,9-Dioxaspiro[3.5]non-7-yloxy)pyridin-2-yl)methanolHCID 66776433HCID 66776433, compound

Product 1

HCID 66776211HCID 66776211, compound

Procedure

The same procedure as in the steps (9h) to (9j) of Example 9 was repeated using the (4-(5,9-dioxaspiro[3.5]non-7-yloxy)pyridin-2-yl)methanol obtained in the step (83b) above to obtain the title compound (100 mg, the total yield of 3 steps: 50%) as a white solid. Note that, in the same process as in the step (9h), 2-mercaptobenzimidazole was added to the reaction mixture and stirred at room temperature for 25 hours, and thereafter, 3 equivalents of potassium hydroxide relative to the alcohol was added thereto. The mixture was allowed to react at room temperature for 6 hours.

Workup

  1. customobtained in the step (83b) above

Sources & evidence

ORD record
ord-1e992ff1e34f496fbd73ad93a55e7bc9
Source dataset
uspto-grants-2012_02
Patent number
US08124780B2

Reaction notes

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