3-Amino-1-propanol → HCID 11626515, compound

HRID 1725180Notes

Reaction equation

HRID 1725180 reaction equation
[CH2:1]([NH:3][C:4](=[O:33])[C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:12]([CH2:22][C:23](=[O:32])[NH:24][C:25](=[NH:31])[N:26]3[CH:30]=[CH:29][CH:28]=N3)[C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:14][CH:15]=2)=[CH:7][CH:6]=1)[CH3:2].NCCC[OH:38].C(N(C(C)C)CC)(C)C>C(Cl)Cl>[CH2:1]([NH:3][C:4](=[O:33])[C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:12]([CH2:22][C:23]([NH:24][C:25]([NH2:31])=[N:26][CH2:30][CH2:29][CH2:28][OH:38])=[O:32])[C:13]([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)=[CH:14][CH:15]=2)=[CH:7][CH:6]=1)[CH3:2]

Participants

5

Reactant 3

HCID 90863-Amino-1-propanolHCID 81531DiisopropylethylamineHCID 140504888HCID 140504888, compound

Product 1

HCID 11626515HCID 11626515, compoundYield 29.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a slurry of ˜0.12 mmol ethyl benzamide from Step 5 in 2 mL CH2Cl2 was added 27 mg (0.36 mmol, 3 equiv.) 3-aminopropanol and 62 μL (0.36 mmol) diisopropylethylamine and the reaction was mixed overnight at room temperature. The reaction was concentrated and the residue was purified by preparative 6HPLC to afford 15.8 mg of the title compound [5LC-MS data (molecular ion and retention time): m/z 448 (M+H); 1.90 min] as an oil.

Workup

  1. additionthe reaction was mixed overnight at room temperature
  2. concentrationThe reaction was concentrated
  3. customthe residue was purified by preparative 6HPLC

Sources & evidence

ORD record
ord-81a5b3cbb805427a8c628c00e74f089f
Source dataset
uspto-grants-2009_02
Patent number
US07488832B2

Reaction notes

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