Isopropylamine → HCID 11330230, compound

HRID 1724196Notes

Reaction equation

HRID 1724196 reaction equation
[C:1](=O)([O:33]C1C=CC([N+]([O-])=O)=CC=1)[O:2][CH:3]([CH3:32])[C:4](=[C:13]1[CH2:16][N:15]([CH:17]([C:25]2[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=2)[C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)[CH2:14]1)[C:5]1[CH:10]=[C:9]([F:11])[CH:8]=[C:7]([F:12])[CH:6]=1.[CH:44]([NH2:47])([CH3:46])[CH3:45]>C(Cl)Cl>[CH:44]([NH:47][C:1](=[O:33])[O:2][CH:3]([CH3:32])[C:4](=[C:13]1[CH2:14][N:15]([CH:17]([C:25]2[CH:26]=[CH:27][C:28]([Cl:31])=[CH:29][CH:30]=2)[C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)[CH2:16]1)[C:5]1[CH:10]=[C:9]([F:11])[CH:8]=[C:7]([F:12])[CH:6]=1)([CH3:46])[CH3:45]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 57559940HCID 57559940, compound

Product 1

HCID 11330230HCID 11330230, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 45 mg (0.073 mmol) of 2-{1-[bis(4-chlorophenyl)methyl]azetidin-3-ylidene}-2-(3,5-difluorophenyl)-1-methylethyl 4-nitrophenyl carbonate (Example 37) in 3 mL of methylene chloride was added 0.3 mL of isopropylamine, followed by stirring for 4 h at rt. The reaction mixture was concentrated and the residue was purified by silica gel chromatography with hexanes/ethyl acetate=4:1 to afford the title compound; Mass Spectrum: m/e=545 (M+1 35Cl, 35Cl) and 547 (M+1 35Cl, 37Cl).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was purified by silica gel chromatography with hexanes/ethyl acetate=4:1

Sources & evidence

ORD record
ord-6ff4b7d2217a4d73b64a95b50b3070ec
Source dataset
uspto-grants-2009_02
Patent number
US07485732B2

Reaction notes

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