Triethylamine → HCID 25013327, compound

HRID 13101Notes

Reaction equation

HRID 13101 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([O:17][C@H:18]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[C@@H:19]([NH2:23])[CH2:20][CH2:21][CH3:22])=[CH:14][CH:15]=3)[CH:10]=[N:9]2)=[CH:4][CH:3]=1.C(N(CC)CC)C.C([O:40][CH2:41][C:42](Cl)=[O:43])(=O)C>C1COCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([O:17][C@H:18]([C:24]4[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=4)[C@@H:19]([NH:23][C:41](=[O:40])[CH2:42][OH:43])[CH2:20][CH2:21][CH3:22])=[CH:14][CH:15]=3)[CH:10]=[N:9]2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 26297Acetoxyacetyl chlorideHCID 59339774(1R,2S)-(1-(4-fluorophenyl)-1H-indazol-5-yloxy)-1-phenylpentan-2-amine

Product 1

HCID 25013327HCID 25013327, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of (1R,2S)-1-(1-(4-fluorophenyl)-1H-indazol-5-yloxy)-1-phenylpentan-2-amine (91a, 13 mg, 0.03 mmol) in dry THF (1 ml) were added, at r.t., triethyl amine (28 μl, 0.2 mmol) and 2-chloro-2-oxoethyl acetate (10.8 μl, 0.1 mmol). The reaction was stirred over night. The solvent was removed under reduced pressure. To the crude solid was added Methanol (300 μl) and ammonium hydroxide (100 μl, 28%). The solution was stirred over night.

Workup

  1. customThe solvent was removed under reduced pressure
  2. additionTo the crude solid was added Methanol (300 μl) and ammonium hydroxide (100 μl, 28%)
  3. stirringThe solution was stirred over night

Sources & evidence

ORD record
ord-72c57560b58e4e66ae776b6ac8b90630
Source dataset
uspto-grants-2010_06
Patent number
US07728030B2

Reaction notes

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