Hydrazine hydrate (1:1) → HCID 178514435, compound

HRID 1516169Notes

Reaction equation

HRID 1516169 reaction equation
C[O:2][C:3]([C@H:5]1[CH2:10][CH2:9][C@H:8]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[CH2:7][CH2:6]1)=O.O.[NH2:19][NH2:20]>C(O)CCC>[N:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[O:11][C@H:8]1[CH2:9][CH2:10][C@H:5]([C:3]([NH:19][NH2:20])=[O:2])[CH2:6][CH2:7]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 178501264HCID 178501264, compound

Product 1

HCID 178514435HCID 178514435, compoundYield 96.1%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of trans-4-(pyridin-2-yloxy)-cyclohexanecarboxylic acid methyl ester (1.33 g, 5.66 mmol) and hydrazine hydrate (0.55 ml, 11 mmol) in n-butanol (1 ml) was heated at 120° C. for 68 h. After cooling to room temperature the reaction mixture was evaporated and dried in high vacuo (ca. 1-2 mbar) at 100° C. for 2 h to give the crude title compound (1.28 g, 96%) as white solid, which was used in the next step without further purification. MS m/e: 236 (M+H+)

Workup

  1. temperatureAfter cooling to room temperature the reaction mixture
  2. customwas evaporated
  3. customdried in high vacuo (ca. 1-2 mbar) at 100° C. for 2 h

Sources & evidence

ORD record
ord-11de9ab33e114c5e88496ea11680554f
Source dataset
uspto-grants-2012_07
Patent number
US08227458B2

Reaction notes

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