Hydrazine hydrate (1:1) → HCID 178500682, compound

HRID 1713797Notes

Reaction equation

HRID 1713797 reaction equation
O.[NH2:2][NH2:3].[CH3:4][O:5][C:6](=[O:27])[CH2:7][C@H:8]1[CH2:13][CH2:12][C@H:11]([C:14]2[CH:19]=[CH:18][C:17]([NH:20][C:21](=[O:26])[C:22](OC)=[O:23])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1>CCO>[NH:2]([C:22](=[O:23])[C:21]([NH:20][C:17]1[CH:18]=[CH:19][C:14]([C@H:11]2[CH2:12][CH2:13][C@H:8]([CH2:7][C:6]([O:5][CH3:4])=[O:27])[CH2:9][CH2:10]2)=[CH:15][CH:16]=1)=[O:26])[NH2:3]

Participants

4

Procedure

Hydrazine hydrate (0.361 mL) was added to a stirred solution of methyl ({4-[trans-4-(2-methoxy-2-oxoethyl)cyclohexyl]phenyl}amino)(oxo)acetate (2260 mg) in EtOH (50 mL). The mixture was stirred for 1 hour. The precipitate was filtered off, washed with Et2O, and dried under vacuum overnight to give the title compound (Intermediate 43, 1845 mg) as a solid; 1H NMR δ 10.44 (1H, s), 10.20 (1H, s), 7.70 (2H, d), 7.21 (2H, d), 4.60 (2H, s), 3.60 (3H, s), 2.42 (1H, m), 1.79 (5H, m), 1.45 (2H, m), 1.11 (2H, m); MS m/e MH+ 334.

Workup

  1. filtrationThe precipitate was filtered off
  2. washwashed with Et2O
  3. customdried under vacuum overnight

Sources & evidence

ORD record
ord-d1d05b592410418ebd463dad199edec3
Source dataset
uspto-grants-2010_09
Patent number
US07795283B2

Reaction notes

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