Triethylamine → 1,1-dimethylethyl (1S)-2-(6-phenyl-3-pyridazinyl)-2,5-diazabicyclo[2.2.1]heptane-5-carboxylate

HRID 988126Notes

Reaction equation

HRID 988126 reaction equation
[C@H:1]12[CH2:7][CH:4]([NH:5][CH2:6]1)[CH2:3][N:2]2[C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9].Cl[C:16]1[N:17]=[N:18][C:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[CH:20][CH:21]=1.C(N(CC)CC)C>C1(C)C=CC=CC=1>[C:22]1([C:19]2[N:18]=[N:17][C:16]([N:5]3[CH2:6][CH:1]4[CH2:7][C@H:4]3[CH2:3][N:2]4[C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])=[CH:21][CH:20]=2)[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 885153-Chloro-6-phenylpyridazineHCID 66592084(1S,4S)-(-)-2-Boc-2,5-diazabicyclo[2.2.1]heptane

Product 1

HCID 908425131,1-dimethylethyl (1S)-2-(6-phenyl-3-pyridazinyl)-2,5-diazabicyclo[2.2.1]heptane-5-carboxylate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1.0 g (5.0 mmol) of 1,1-dimethylethyl (1S)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate, 1.14 g (6.0 mmol) of 3-chloro-6-phenylpyridazine and 0.84 ml (6.0 mmol) of triethylamine in 45 ml of toluene are introduced into a 100 ml three-necked round-bottomed flask and the mixture is refluxed for 72 h.

Workup

  1. temperaturethe mixture is refluxed for 72 h.

Sources & evidence

ORD record
ord-383567eca93141abb1e4f44470e65e29
Source dataset
uspto-grants-2003_10
Patent number
US06635645B1

Reaction notes

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