Diisopropylethylamine → HCID 11489361, compound

HRID 2353556Notes

Reaction equation

HRID 2353556 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([Cl:14])[C:8]([O:12][CH3:13])=[C:9]([NH2:11])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[N:15]1([CH2:21][CH2:22][O:23][C:24]2[C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[C:27]([C:34](=[O:38])[C:35](Cl)=[O:36])=[CH:26][CH:25]=2)[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1.CCN(C(C)C)C(C)C>C(Cl)Cl>[C:1]([C:5]1[CH:6]=[C:7]([Cl:14])[C:8]([O:12][CH3:13])=[C:9]([NH:11][C:35](=[O:36])[C:34]([C:27]2[C:28]3[C:33](=[CH:32][CH:31]=[CH:30][CH:29]=3)[C:24]([O:23][CH2:22][CH2:21][N:15]3[CH2:16][CH2:17][O:18][CH2:19][CH2:20]3)=[CH:25][CH:26]=2)=[O:38])[CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 57503079HCID 57503079, compoundHCID 59379806HCID 59379806, compound

Product 1

HCID 11489361HCID 11489361, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5-tert-Butyl-3-chloro-2-methoxy-phenylamine (25) (77 mg, 0.36 mmol) was dissolved in 10 mL DCM. [4-(2-Morpholin-4-yl-ethoxy)-naphthalen-1-yl]-oxo-acetyl chloride (0.54 mmol), prepared as described before, and DIEA (0.37 mL, 1.44 mmol) were added and the reaction was stirred on. The reaction mixture was evaporated and the residue was purified by LC/MS (10-100% AcN). Calculated mass=524. Observed mass=525

Workup

  1. additionwere added
  2. customThe reaction mixture was evaporated
  3. customthe residue was purified by LC/MS (10-100% AcN)

Sources & evidence

ORD record
ord-e7b6ec485bfd46eda3c849ebe69cff93
Source dataset
uspto-grants-2010_07
Patent number
US07749999B2

Reaction notes

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