Diisopropylethylamine → HCID 10292665, compound

HRID 1815927Notes

Reaction equation

HRID 1815927 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][CH:9]2[CH2:11][CH:10]2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:3]=1.CCN(C(C)C)C(C)C.[NH2:27][C:28]1[CH:29]=[C:30]([NH:34][C:35](=[O:38])[CH:36]=[CH2:37])[CH:31]=[CH:32][CH:33]=1>>[C:12]1([CH:10]2[CH2:11][CH:9]2[NH:8][C:4]2[N:5]=[CH:6][N:7]=[C:2]([NH:27][C:28]3[CH:29]=[C:30]([NH:34][C:35](=[O:38])[CH:36]=[CH2:37])[CH:31]=[CH:32][CH:33]=3)[N:3]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 22033841N-(3-aminophenyl)acrylamideHCID 22496102(4-Chloro-[1,3,5]triazin-2-yl)-(2-phenyl-cyclopropyl)amine

Product 1

HCID 10292665HCID 10292665, compound

Conditions

Temperature
100 °C

Procedure

To a slurry of (4-chloro-[1,3,5]triazin-2-yl)-(2-phenyl-cyclopropyl)amine (Step 1)(45.6 mg, 0.185 mmol) in IpOH (2.5 ml) was added DIEA (0.048 mL, 0.277 mmol) and N-(3-aminophenyl)acrylamide (53. mg, 0.203 mmol). The mix was heated at 100° C. for 18 h. The solution was then cooled to RT. A precipitate fell out of solution, was filtered off and dried under reduced pressure to give N-{3-[4-(2-phenyl-cyclopropylamino)-[1,3,5]triazin-2-ylamino]phenyl}-acrylamide: MS m/z=373 [M+H]. Calc'd for C21H20N6O: 372.17.

Workup

  1. temperatureThe solution was then cooled to RT
  2. filtrationwas filtered off
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-029b67a8f943400387c6fc3fe9f3e915
Source dataset
uspto-grants-2005_04
Patent number
US06881737B2

Reaction notes

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