Diisopropylethylamine → HCID 11489361, compound

HRID 598724Notes

Reaction equation

HRID 598724 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-8a2920f2ee5b49fc9c54b937ffe95b46
Source dataset
uspto-grants-2011_03
Patent number
US07897599B2

Reaction notes

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