Hydrazine hydrate (1:1) → HCID 178501041, compound

HRID 1713800Notes

Reaction equation

HRID 1713800 reaction equation
O.[NH2:2][NH2:3].C[O:5][C:6](=O)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([C@H:16]2[CH2:21][CH2:20][C@H:19]([C:22]([O:24][CH3:25])=[O:23])[CH2:18][CH2:17]2)=[CH:12][CH:11]=1)=[O:8]>CCO>[NH:2]([C:6](=[O:5])[C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([C@H:16]2[CH2:21][CH2:20][C@H:19]([C:22]([O:24][CH3:25])=[O:23])[CH2:18][CH2:17]2)=[CH:12][CH:11]=1)=[O:8])[NH2:3]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 178501861HCID 178501861, compound

Product 1

HCID 178501041HCID 178501041, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydrazine hydrate (0.152 mL) was added to a stirred solution of methyl trans-4-(4-{[methoxy(oxo)acetyl]amino}phenyl)cyclohexanecarboxylate (913 mg) in EtOH (25 mL). The mixture was stirred for 2 hours. The precipitate was filtered off, washed with EtOH, and dried under vacuum to give the title compound (Intermediate 44, 277 mg) as a solid; 1HNMR δ 10.43 (1H, s), 7.67 (2H, d), 7.17 (2H, d), 4.52 (2H, s), 3.59 (3H, s), 2.53-2.33 (2H+DMSO, m), 1.97 (2H, m), 1.81 (2H, m), 1.46 (4H, m); MS m/e MH+ 320.

Workup

  1. filtrationThe precipitate was filtered off
  2. washwashed with EtOH
  3. customdried under vacuum

Sources & evidence

ORD record
ord-15fe3091b1fe4cc29b99d5b6fa4a6f3a
Source dataset
uspto-grants-2010_09
Patent number
US07795283B2

Reaction notes

Loading…