Water → 3-(3-Cyclopropylmethoxy-1,2,5-thiadiazol-4-yl)pyridine

HRID 865136Notes

Reaction equation

HRID 865136 reaction equation
[CH:1]1([CH2:4][OH:5])[CH2:3][CH2:2]1.[H-].[Na+].Cl[C:9]1[C:13]([C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)=[N:12][S:11][N:10]=1.O>O1CCCC1>[CH:1]1([CH2:4][O:5][C:9]2[C:13]([C:14]3[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=3)=[N:12][S:11][N:10]=2)[CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 962WaterHCID 24758Sodium hydrideHCID 75644CyclopropanemethanolHCID 104881643-Chloro-4-(pyridin-3-yl)-1,2,5-thiadiazole

Product 1

HCID 190752393-(3-Cyclopropylmethoxy-1,2,5-thiadiazol-4-yl)pyridineYield 69%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of cyclopropylcarbinol (360 mg, 5 mmol) and sodium hydride (110 mg, 5 mmol) in dry tetrahydrofuran was added a solution of 3-(3-chloro-1,2,5-thiadiazol-4-yl)pyridine (490 mg, 2.5 mmol) in dry tetrahydrofuran. The reaction mixture was stirred at room temperature for 3 h. Water was added and the mixture was extracted with ether. The ether phase was dried and evaporated to yield 400 mg (69%) of the title compound.

Workup

  1. extractionthe mixture was extracted with ether
  2. dry with materialThe ether phase was dried
  3. customevaporated

Sources & evidence

ORD record
ord-a92d2221499d40bbbd59acdf72379202
Source dataset
uspto-grants-1996_10
Patent number
US05565475

Reaction notes

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