Triethylamine → HCID 58362629, compound

HRID 2361497Notes

Reaction equation

HRID 2361497 reaction equation
Br[C:2]1[CH:7]=[CH:6][N:5]2[C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=3[N:10]=[C:4]2[N:3]=1.Cl.[F:16][CH2:17][CH2:18][NH2:19].C(N(CC)CC)C>CN(C=O)C>[F:16][CH2:17][CH2:18][NH:19][C:2]1[CH:7]=[CH:6][N:5]2[C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=3[N:10]=[C:4]2[N:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 9995Ethanamine, 2-fluoro-, hydrochlorideHCID 58362356HCID 58362356, compound

Product 1

HCID 58362629HCID 58362629, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a microwave vial equipped with a magnetic stir bar, containing DMF (1 mL) was 2-bromobenzo[4,5]imidazo[1,2-a]pyrimidine (0.02 g, 0.081 mmol, 1.0 equiv), 2-fluoroethylamine hydrochloride (0.012 g, 0.121 mmol, 1.5 equiv) and triethylamine (0.034 ml, 0.242 mmol, 3.0 equiv). The suspension was irradiated in a Biotage Initiator microwave reactor (250 W) at 100° C. for 10 min. After cooling to room temperature, the crude product was purified by HPLC to afford 0.015 g (81%) of T802 as an off-white solid. MS (ESI, Pos.) m/z 331.1 (M+H)+.

Workup

  1. customTo a microwave vial equipped with a magnetic stir bar
  2. customThe suspension was irradiated in a Biotage Initiator microwave reactor (250 W) at 100° C. for 10 min
  3. customthe crude product was purified by HPLC
  4. customto afford 0.015 g (81%) of T802 as an off-white solid

Sources & evidence

ORD record
ord-0d8dacd8bfc0487b801be6a67d53928d
Source dataset
uspto-grants-2014_04
Patent number
US08691187B2

Reaction notes

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