Diisopropylethylamine → HCID 9953988, compound

HRID 1815907Notes

Reaction equation

HRID 1815907 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:14]=[C:13]([O:15][CH3:16])[C:12]([O:17][CH3:18])=[C:11]([O:19][CH3:20])[CH:10]=2)[N:3]=1.CCN(C(C)C)C(C)C.[NH2:30][C:31]1[CH:32]=[C:33]([NH:37][C:38](=[O:41])[CH:39]=[CH2:40])[CH:34]=[CH:35][CH:36]=1>>[CH3:20][O:19][C:11]1[CH:10]=[C:9]([NH:8][C:4]2[N:5]=[CH:6][N:7]=[C:2]([NH:30][C:31]3[CH:32]=[C:33]([NH:37][C:38](=[O:41])[CH:39]=[CH2:40])[CH:34]=[CH:35][CH:36]=3)[N:3]=2)[CH:14]=[C:13]([O:15][CH3:16])[C:12]=1[O:17][CH3:18]

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 22028121HCID 22028121, compoundHCID 22033841N-(3-Aminophenyl)acrylamide

Product 1

HCID 9953988HCID 9953988, compound

Conditions

Temperature
100 °C

Procedure

To a slurry of (4-chloro-[1,3,5]triazin-2-yl)-(3,4,5-trimethoxy-phenyl)amine (54.9 mg, 0.185 mmol) in IpOH (2.5 ml) was added DIEA (0.048 mL, 0.277 mmol) and N-(3-aminophenyl)acrylamide (33 mg, 0.203 mmol). The mix was heated at 100° C. for 18 h. The solution was cooled to RT and a precipitate formed. The precipitate was filtered off and dried under reduced pressure to give N-{3-[4-(3,4,5-trimethoxy-phenylamino)-[1,3,5]triazin-2-ylamino]-phenyl)-acrylamide: MS m/z=423[M+H]+. Calc'd for C2H22N6O4: 422.17.

Workup

  1. temperatureThe solution was cooled to RT
  2. customa precipitate formed
  3. filtrationThe precipitate was filtered off
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-debd4d4e83f34b02890224d420221e1a
Source dataset
uspto-grants-2005_04
Patent number
US06881737B2

Reaction notes

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