Hydrazine → HCID 178457149, compound

HRID 22136

Reaction equation

HRID 22136 reaction equation
[NH2:1][NH2:2].[CH2:3]([N:6]([CH2:27][CH2:28][CH3:29])[CH:7]1[CH2:16][CH2:15][C:14]2[C:9](=[C:10]([C:17](=O)[CH2:18][C:19](OC(C)(C)C)=[O:20])[CH:11]=[CH:12][CH:13]=2)[CH2:8]1)[CH2:4][CH3:5]>CO>[CH2:3]([N:6]([CH2:27][CH2:28][CH3:29])[CH:7]1[CH2:16][CH2:15][C:14]2[C:9](=[C:10]([C:17]3[CH:18]=[C:19]([OH:20])[NH:2][N:1]=3)[CH:11]=[CH:12][CH:13]=2)[CH2:8]1)[CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 233735202-Di-n-propylamino-8-t-butoxycarbonylacetyl-1,2,3,4-tetrahydronaphthalene

Product 1

HCID 178457149HCID 178457149, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Hydrazine (1 ml, 32 mmole) was added to a solution of 500 mg (1.34 mmole) of 2-di-n-propylamino-8-t-butoxycarbonylacetyl-1,2,3,4-tetrahydronaphthalene in 25 ml methanol and stirred at room temperature for for 24 hours. The product was isolated by concentrating the reaction mixture followed by flash chromatography, eluting with 1:1 CH2Cl2 :MeOH, and finally crystallizing from MeOH/EtOAc, m.p. 214°-216° C. Analysis: Theory: C, 72.81, H, 8.68, N, 13.41; Found: C, 73.01, H, 8.81, N, 13.27.

Workup

  1. customThe product was isolated
  2. concentrationby concentrating the reaction mixture
  3. washeluting with 1:1 CH2Cl2
  4. customMeOH, and finally crystallizing from MeOH/EtOAc, m.p. 214°-216° C

Sources & evidence

ORD record
ord-fdf4b5e2977644e68a4fd3eafa580576
Source dataset
uspto-grants-1995_06
Patent number
US05426226

Linked notes

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