Hydrazine → HCID 86681363, compound

HRID 1406660Notes

Reaction equation

HRID 1406660 reaction equation
[CH:1]([N:14]1[CH2:19][CH2:18][N:17]([CH2:20][C:21]([O:23]CC)=O)[CH2:16][CH2:15]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:26][NH2:27]>C(O)C>[CH:1]([N:14]1[CH2:19][CH2:18][N:17]([CH2:20][C:21]([NH:26][NH2:27])=[O:23])[CH2:16][CH2:15]1)([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 30450461-Piperazineacetic acid, 4-(diphenylmethyl)-, ethyl ester

Product 1

HCID 86681363HCID 86681363, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Synthesized according to General Procedure C: 6{23} (5.68 g, 17.4 mmol, 1 equiv.), anhydrous hydrazine (1.6 mL, 52.2 mmol, 3 equiv.), ethanol (35.2 mL). Purification by silica gel column chromatography (4:1 EtOAc:MeOH) afforded 1{23} (3.60 g, 64%) as a light yellow solid. 1H-NMR (500 MHz, CDCl3): δ 8.13 (br s, 1H), 7.41 (dd, 4H, J=1.5, 8.5 Hz), 7.28-7.25 (m, 4H), 7.20-7.16 (m, 2H), 4.23 (s, 1H), 3.82 (br s, 2H), 3.08 (s, 2H), 2.54 (br s, 4H), 2.40 (br s, 4H). 13C-NMR (125 MHz, CDCl3): δ 170.5, 142.2, 128.5, 127.8, 127.0, 76.0, 60.5, 53.9, 51.8.

Workup

  1. customSynthesized
  2. customPurification by silica gel column chromatography (4:1 EtOAc:MeOH)
  3. customafforded 1{23} (3.60 g, 64%) as a light yellow solid

Sources & evidence

ORD record
ord-ccfc9d4323bd47449ee32594b9637b84
Source dataset
uspto-grants-2014_12
Patent number
US08916705B2

Reaction notes

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