3-Bromoaniline → HCID 22560110, compound

HRID 983431Notes

Reaction equation

HRID 983431 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:10]=[C:11]([CH2:15][C:16]([NH2:18])=[O:17])[CH:12]=[CH:13][CH:14]=2)[N:3]=1.CCN(C(C)C)C(C)C.[Br:28][C:29]1[CH:30]=[C:31]([CH:33]=[CH:34][CH:35]=1)[NH2:32]>>[Br:28][C:29]1[CH:30]=[C:31]([NH:32][C:2]2[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]3[CH:10]=[C:11]([CH2:15][C:16]([NH2:18])=[O:17])[CH:12]=[CH:13][CH:14]=3)[N:3]=2)[CH:33]=[CH:34][CH:35]=1

Participants

4

Reactant 3

HCID 115623-BromoanilineHCID 81531DiisopropylethylamineHCID 22496152HCID 22496152, compound

Product 1

HCID 22560110HCID 22560110, compound

Conditions

Temperature
110 °C

Procedure

To a mixture of 2-[3-(4-chloro-[1,3,5]triazin-2-ylamino)-phenyl]acetamide (36.6 mg, 0.1388 mmol) in IpOH (1 ml) were added DIEA (27 μl, 0.1527 mmol) and 3-bromoaniline (26.3 mg, 0.1527 mmol). The mix was heated at 100-120° C. for 18 h. The solution was cooled to RT and sonicated. The precipitate was filtered and dried under reduced pressure, giving 2-{3-[4-(3-bromophenylamino)-[1,3,5]triazin-2-ylamino]-phenyl}acetamide.

Workup

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

Sources & evidence

ORD record
ord-aaa09bdfb5304f8c9ff743e265bb0126
Source dataset
uspto-grants-2005_03
Patent number
US06864255B2

Reaction notes

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