Hydrazine hydrate (1:1) → HCID 178471536, compound

HRID 1713891Notes

Reaction equation

HRID 1713891 reaction equation
O.[NH2:2][NH2:3].[Cl:4][C:5]1[CH:10]=[C:9]([NH:11][C:12](=[O:17])[C:13](OC)=[O:14])[CH:8]=[CH:7][C:6]=1[CH:18]1[CH2:23][CH2:22][CH:21]([CH:24]([CH3:30])[C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH2:20][CH2:19]1>C(O)C>[Cl:4][C:5]1[CH:10]=[C:9]([NH:11][C:12](=[O:17])[C:13]([NH:2][NH2:3])=[O:14])[CH:8]=[CH:7][C:6]=1[C@H:18]1[CH2:23][CH2:22][C@H:21]([CH:24]([CH3:30])[C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH2:20][CH2:19]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 59464224HCID 59464224, compound

Product 1

HCID 178471536HCID 178471536, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of hydrazine hydrate (86 mg, 1.73 mmol) in ethanol (1 mL) was added dropwise to a stirred solution of ethyl 2-[4-(2-chloro-4-{[methoxy(oxo)acetyl]amino}phenyl)cyclo-hexyl]propanoate (0.58 g, 1.44 mmol) in ethanol (14 mL) and the reaction mixture was stirred at room temperature for 18 h. The mixture was filtered to leave a solid, which was washed with ethanol to give the title compound (Intermediate 106) (0.45 g, 81%) as a white solid; 1H NMR δ 1.14 (3H, d), 1.16-1.28 (2H, m), 1.27 (3H, t), 1.4-1.58 (2H, m), 1.6-1.7 (1H, m), 1.71-1.93 (4H, m), 2.29-2.39 (1H, m), 2.82-2.94 (1H, m), 4.15 (2H, dq), 4.7 (2H, s), 7.4 (1H, d), 7.8 (1H, dd), 8.01 (1H, d), 10.4 (1H, s), 10.8 (1H, s); MS m/e MH+ 396.

Workup

  1. filtrationThe mixture was filtered
  2. customto leave a solid, which
  3. washwas washed with ethanol

Sources & evidence

ORD record
ord-11f89bb722194325887755c6eb1349c2
Source dataset
uspto-grants-2010_09
Patent number
US07795283B2

Reaction notes

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