Hydrazine hydrate (1:1) → HCID 178429115, compound

HRID 1516170Notes

Reaction equation

HRID 1516170 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]=[C:16]([CH3:18])[N:15]=[C:14]([CH3:19])[N:13]=2)[CH2:7][CH2:6]1)=O.O.[NH2:21][NH2:22]>C(O)CCC>[CH3:19][C:14]1[N:13]=[C:12]([O:11][C@H:8]2[CH2:9][CH2:10][C@H:5]([C:3]([NH:21][NH2:22])=[O:2])[CH2:6][CH2:7]2)[CH:17]=[C:16]([CH3:18])[N:15]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 178501279HCID 178501279, compound

Product 1

HCID 178429115HCID 178429115, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of trans-4-(2,6-dimethyl-pyrimidin-4-yloxy)-cyclohexanecarboxylic acid methyl ester (0.20 g, 0.76 mmol) and hydrazine hydrate (0.15 ml, 3.0 mmol) in n-butanol (0.5 ml) was heated at reflux over night. The reaction mixture was evaporated and dried in high vacuo (ca. 1-2 mbar) to give the crude title compound (0.19 g, 95%) as white solid, which was used in the next step without further purification. MS m/e: 265 (M+H+)

Workup

  1. temperaturewas heated
  2. temperatureat reflux over night
  3. customThe reaction mixture was evaporated
  4. customdried in high vacuo (ca. 1-2 mbar)

Sources & evidence

ORD record
ord-97c5af8da3ee4a40b62ace725d92e0fc
Source dataset
uspto-grants-2012_07
Patent number
US08227458B2

Reaction notes

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