Isopropyl isocyanate → HCID 901017, compound

HRID 861009Notes

Reaction equation

HRID 861009 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][N:3]=1.C1CCN2C(=NCCC2)CC1.[CH:20]([N:23]=[C:24]=[O:25])([CH3:22])[CH3:21]>C(Cl)Cl>[Br:8][C:5]1[CH:6]=[CH:7][C:2]([NH:1][C:24]([NH:23][CH:20]([CH3:22])[CH3:21])=[O:25])=[N:3][CH:4]=1

Participants

5

Reactant 3

HCID 61277Isopropyl isocyanateHCID 706222-Amino-5-bromopyridineHCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene

Product 1

HCID 901017HCID 901017, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-amino-5-bromo-pyridine (1.05 eq.) in TBF (0.2M) was added DBU (1.0 eq.) followed by iso-propyl-isocyanate (1.0 eq.). The mixture was stirred for 12 h, diluted with CH2Cl2, washed with brine, dried over MgSO4, filtered and concentrated. Crystallization from acetone afforded the title compound as a white solid.

Workup

  1. washwashed with brine
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customCrystallization from acetone

Sources & evidence

ORD record
ord-3f06e1b7e3ca49f1a12089c09a323654
Source dataset
uspto-grants-2006_12
Patent number
US07153968B2

Reaction notes

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