Hydrazine → HCID 69918281, compound

HRID 2307789Notes

Reaction equation

HRID 2307789 reaction equation
[C:1]([O:5][C:6](=[O:36])[NH:7][C@@H:8]([CH2:26][C:27]1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[NH:29][CH:28]=1)[CH2:9][O:10][C:11]1[CH:12]=[N:13][CH:14]=[C:15]([C:17]2[CH:22]=[CH:21][C:20](F)=[C:19]([C:24]#[N:25])[CH:18]=2)[CH:16]=1)([CH3:4])([CH3:3])[CH3:2].[NH2:37][NH2:38]>[Cl-].[Na+].O>[C:1]([O:5][C:6](=[O:36])[NH:7][C@@H:8]([CH2:26][C:27]1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[NH:29][CH:28]=1)[CH2:9][O:10][C:11]1[CH:12]=[N:13][CH:14]=[C:15]([C:17]2[CH:18]=[C:19]3[C:20](=[CH:21][CH:22]=2)[NH:38][N:37]=[C:24]3[NH2:25])[CH:16]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 69919336HCID 69919336, compound

Product 1

HCID 69918281HCID 69918281, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 57417360Sodium chloride; waterSolvent

Procedure

A mixture of Example 97B (120 mg, 0.25 mmol) and 98% hydrazine (5 mL) was heated to reflux for 5 hours, poured over ice, diluted with brine, extracted with ethyl acetate, dried over MgSO4, and concentrated. Purification by flash chromatography (7% MeOH/CH2Cl2) provided the desired product (103 mg, 84%).

Workup

  1. temperatureto reflux for 5 hours
  2. additionpoured over ice
  3. extractionextracted with ethyl acetate
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. customPurification by flash chromatography (7% MeOH/CH2Cl2)

Sources & evidence

ORD record
ord-4b3846b4e4254f81a62d45e29aa6dd96
Source dataset
uspto-grants-2004_12
Patent number
US06831175B2

Reaction notes

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