HCID 58883237, compound → HCID 16203367, compound

HRID 1765043Notes

Reaction equation

HRID 1765043 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]2[O:15][C:16]([N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)=[CH:17][C:18](=[O:20])[CH:19]=2)[CH:9]=1)(C)(C)C>FC(F)(F)C(O)=O.ClCCl>[NH2:7][C:8]1[CH:9]=[C:10]([C:14]2[O:15][C:16]([N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)=[CH:17][C:18](=[O:20])[CH:19]=2)[CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 1

HCID 58883237HCID 58883237, compound

Product 1

HCID 16203367HCID 16203367, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

[3-(6-Morpholine-4-yl-4-oxo-4H-pyran-2yl)-phenyl]carbamic acid tert-butyl ester (3.4 g, 9.2 mmol) was dissolved in 25% trifluoroacetic acid in dichloromethane mixture (30 ml) and stirred for 1 hour at room temperature. The reaction was concentrated in vacuo, precipitated with saturated NaHCO3, filtered, washed with diethyl ether and dried to yield (3-amino-phenyl)-6-morpholin-4-yl-pyran-4-one as a white solid (2.1 g, 85%). m/z (LC-MS, ESP): 273 (M++1).

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. customprecipitated with saturated NaHCO3
  3. filtrationfiltered
  4. washwashed with diethyl ether
  5. customdried

Sources & evidence

ORD record
ord-e35e8806794e496a9fdffd4cb4b137e4
Source dataset
uspto-grants-2007_06
Patent number
US07226918B2

Reaction notes

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