4-Tert-butylbenzene-1,2-diamine → HCID 178440690, compound

HRID 1424170Notes

Reaction equation

HRID 1424170 reaction equation
C([O:4][C@@H:5]1[CH2:9][CH2:8][N:7](C(OC(C)(C)C)=O)[C@@H:6]1[C:17](O)=O)(=O)C.[C:20]([C:24]1[CH:29]=[CH:28][C:27]([NH2:30])=[C:26]([NH2:31])[CH:25]=1)([CH3:23])([CH3:22])[CH3:21]>Cl>[C:20]([C:24]1[CH:29]=[CH:28][C:27]2[NH:30][C:17]([C@@H:6]3[C@H:5]([OH:4])[CH2:9][CH2:8][NH:7]3)=[N:31][C:26]=2[CH:25]=1)([CH3:23])([CH3:21])[CH3:22]

Participants

4

Reactant 2

HCID 4327084-Tert-butylbenzene-1,2-diamineHCID 86699073(3R)-3-acetoxy-1-(tert-butoxycarbonyl)-L-proline

Product 1

HCID 178440690HCID 178440690, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
60 °C

Procedure

The title compound was prepared according to Method 4 Steps 1 and 2 using (3R)-3-acetoxy-1-(tert-butoxycarbonyl)-L-proline (Preparation 47) and 4-tert-butyl-1,2-diaminobenzene. The residue was dissolved in 6N HCl (5 mL) at 0° C. and then heated to 60° C. for 4 hours. The reaction was cooled, concentrated in vacuo and purified through an SCX cartridge (47 mg, 66%).

Workup

  1. temperatureThe reaction was cooled
  2. concentrationconcentrated in vacuo
  3. custompurified through an SCX cartridge (47 mg, 66%)

Sources & evidence

ORD record
ord-668baeb0c3de4967b9451e266a225b1f
Source dataset
uspto-grants-2015_01
Patent number
US08927587B2

Reaction notes

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