Triethylamine → HCID 53339380, compound

HRID 2361496Notes

Reaction equation

HRID 2361496 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][CH:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1.C(N(CC)CC)C>CN(C=O)C>[F:16][CH:17]1[CH2:22][CH2:21][N:20]([C:2]2[CH:7]=[CH:6][N:5]3[C:8]4[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=4[N:10]=[C:4]3[N:3]=2)[CH2:19][CH2:18]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27591584-Fluoropiperidine hydrochlorideHCID 58362356HCID 58362356, compound

Product 1

HCID 53339380HCID 53339380, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a microwave vial equipped with a magnetic stir bar, containing DMF (1 mL) was placed 2-bromobenzo[4,5]imidazo[1,2-a]pyrimidine (0.02 g, 0.089 mmol, 1.0 equiv), 4-fluoropiperidine hydrochloride (0.019 g, 0.133 mmol, 1.5 equiv) and triethylamine (0.037 ml, 0.266 mmol, 3.0 equiv). The suspension was irradiated in a Biotage Initiator microwave reactor (250 W) at 100° C. for 15 min. After cooling to room temperature, the crude product was purified by HPLC to afford 0.015 g (63%) of T777 as an off-white solid. MS (ESI, Pos.) m/z: 271.1 (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 15 min
  3. customthe crude product was purified by HPLC
  4. customto afford 0.015 g (63%) of T777 as an off-white solid

Sources & evidence

ORD record
ord-105bc72f750d46e79e6901bf182eab21
Source dataset
uspto-grants-2014_04
Patent number
US08691187B2

Reaction notes

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