4-Bromothiazole → HCID 67371743, compound

HRID 1677094Notes

Reaction equation

HRID 1677094 reaction equation
[CH3:1][C@@H:2]1[CH2:7][NH:6][CH2:5][CH2:4][NH:3]1.Br[C:9]1[N:10]=[CH:11][S:12][CH:13]=1>Cl>[CH3:1][C@H:2]1[NH:3][CH2:4][CH2:5][N:6]([C:9]2[N:10]=[CH:11][S:12][CH:13]=2)[CH2:7]1

Participants

4

Reactant 2

HCID 27632184-BromothiazoleHCID 73304342-Methylpiperazine, (R)-

Product 1

HCID 67371743HCID 67371743, compoundYield 9%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

10.0 g (100 mmol) (R)-2-methylpiperazine were fused at 100° C. 2.7 g (16.8 mmol) 4-bromothiazol was added in portions to this fusion over a period of 2 h. Stirring was subsequently performed for 18 h at 100° C. After cooling to RT, the residue was received in 10% aq. hydrochloric acid and washed with AE. Alkalic adjustment was subsequently performed with a 10% aq. NaOH sol. (pH>12) and extracted with DCM. The organic phase was dried over MgSO4, filtered and concentrated in a vacuum. CC (SiO2, DCM/MeOH 9:1) was performed with the residue, whereby 277 mg (1.5 mmol, 9%) (R)-4-(3-methylpiperazine-1-yl)thiazol was obtained.

Workup

  1. customwere fused at 100° C
  2. washwashed with AE
  3. extractionextracted with DCM
  4. dry with materialThe organic phase was dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in a vacuum

Sources & evidence

ORD record
ord-7123b236033448519e61f1eec9239a77
Source dataset
uspto-grants-2011_08
Patent number
US08008304B2

Reaction notes

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