Water → N-Tert-butyl-6-morpholin-4-YL-4-O-tolyl-nicotinamide

HRID 1017488Notes

Reaction equation

[C:1]([NH:5][C:6](=[O:21])[C:7]1[C:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH3:19])=[CH:11][C:10](Cl)=[N:9][CH:8]=1)([CH3:4])([CH3:3])[CH3:2].[NH:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1.C(OCC)(=O)C.O>[Cl-].[Na+].O>[C:1]([NH:5][C:6](=[O:21])[C:7]1[C:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH3:19])=[CH:11][C:10]([N:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)=[N:9][CH:8]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

Conditions

Temperature: 100 °C

Procedure

A mixture of 6.0 g (19 mMol) of N-tert.-butyl-6-chloro-4-o-tolyl-nicotinamide and 12 ml (138 mMol) morpholine was heated at 100° C. for 4 hours. After cooling to room temperature, extractive work-up with ethyl acetate, water and brine yielded 6.3 g (91%) of N-tert.-butyl-6-morpholin-4-yl-4-o-tolyl-nicotinamide as a brown crystalline foam.

Workup

temperatureAfter cooling to room temperature

Sources & evidence

ORD record: ord-a4e0cbfdc46a4f47b83ad1c93c34ba6a
Source dataset: uspto-grants-2002_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06479483B2

Reaction notes

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