Imidazole → HCID 178511507, compound

HRID 1452476Notes

Reaction equation

HRID 1452476 reaction equation
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Br:20]Br.[NH2:22][C@H:23]1[CH2:28][CH2:27][C@H:26]([CH2:29][CH2:30]O)[CH2:25][CH2:24]1.N1C=CN=C1>ClCCl>[NH2:22][C@H:23]1[CH2:28][CH2:27][C@H:26]([CH2:29][CH2:30][Br:20])[CH2:25][CH2:24]1

Participants

6

Reactant 4

HCID 795ImidazoleHCID 11776TriphenylphosphineHCID 24408BromineHCID 178511525HCID 178511525, compound

Product 1

HCID 178511507HCID 178511507, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The freshly prepared mixture of 1.45 g (5 eq.) triphenylphosphine and 0.28 ml (5 eq.) Br2 in 20 ml of dichloromethane was added to 1 g of the polymer-bound trans-2-(4-amino-cyclohexyl)-ethanol and 0.38 g (5 eq.) 1-H-imidazole. The suspension was shaken for 18 hours, filtered and the resin was washed in sequence with the following solvents (20 ml, twice with each): dichloromethane, methanol, 10% triethylamine in dimethylformamide, methanol, dimethylformamide, tetrahydrofuran, diethylether.

Workup

  1. filtrationfiltered
  2. washthe resin was washed in sequence with the following solvents (20 ml

Sources & evidence

ORD record
ord-7f18146bca4d4183b51180ab872cf39a
Source dataset
uspto-grants-2009_01
Patent number
US07473692B2

Reaction notes

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