Diisopropylethylamine → HCID 10161794, compound

HRID 1815914Notes

Reaction equation

HRID 1815914 reaction equation
[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([NH:17][C:18]3[N:23]=[C:22](Cl)[N:21]=[CH:20][N:19]=3)=[CH:14][CH:15]=2)[CH:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCN(C(C)C)C(C)C.[NH2:34][C:35]1[CH:36]=[C:37]([NH:41][C:42](=[O:45])[CH:43]=[CH2:44])[CH:38]=[CH:39][CH:40]=1>>[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([NH:17][C:18]3[N:19]=[CH:20][N:21]=[C:22]([NH:34][C:35]4[CH:36]=[C:37]([NH:41][C:42](=[O:45])[CH:43]=[CH2:44])[CH:38]=[CH:39][CH:40]=4)[N:23]=3)=[CH:14][CH:15]=2)[CH:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 22033841N-(3-Aminophenyl)acrylamideHCID 22496107(1-benzyl-1H-indazol-5-yl)-(4-chloro-[1,3,5]triazin-2-yl)amine

Product 1

HCID 10161794HCID 10161794, compound

Conditions

Temperature
100 °C

Procedure

To a slurry of (1-benzyl-1H-indazol-5-yl)-(4-chloro-[1,3,5]triazin-2-yl)-amine (Step 3) (50.0 mg, 0.148 mmol) in IpOH (2.5 ml) was added DIEA (0.039 mL, 0.222 mmol) and N-(3-aminophenyl)acrylamide (26.5 mg, 0.163 mmol). The mix was heated at 100° C. for 18 h. The solution was then cooled to RT. A precipitate fell out of solution and was filtered off and dried under reduced pressure to give N-{3-[4-(1-benzyl-1H-indazol-5-ylamino)-[1,3,5]triazin-2-ylamino]-phenyl}-acrylamide: MS m/z=463[M+H]+. Calc'd for C26H22N8O: 462.19.

Workup

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

Sources & evidence

ORD record
ord-816cd2665cab478b87d7b5b013a80990
Source dataset
uspto-grants-2005_04
Patent number
US06881737B2

Reaction notes

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