Morpholine → HCID 57476895, compound

HRID 2368427Notes

Reaction equation

HRID 2368427 reaction equation
Br[C:2]1[S:6][C:5]([NH2:7])=[N:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=1.[NH:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1>>[F:14][C:11]1[CH:12]=[CH:13][C:8]([C:3]2[N:4]=[C:5]([NH2:7])[S:6][C:2]=2[N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)=[CH:9][CH:10]=1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 25918949HCID 25918949, compound

Product 1

HCID 57476895HCID 57476895, compound

Procedure

5-Bromo-4-(4-fluoro-phenyl)-thiazole-2-ylamine and morpholine (6 eq) were stirred for 30 minutes at 120 C, under microwave heat. Triturated with ethyl acetate/n-Heptane solvent mixture (1:2 ratio) to afford the title compound pure. LCMS Method A Rt=1.14 (M+1=280.0, M−1=278.1). 1H NMR (400 MHz, DMSO-D6) 2.67-2.75 (m, 4H) 3.67-3.74 (m, 4H) 6.87 (s, 2H) 7.14-7.20 (m, 2H) 8.11 (ddd, J=12.41, 5.53, 3.03 Hz, 2H).

Workup

  1. customTriturated with ethyl acetate/n-Heptane solvent mixture (1:2 ratio)

Sources & evidence

ORD record
ord-a14eb16e6b8941e6a2e6601f829669f1
Source dataset
uspto-grants-2014_04
Patent number
US08703761B2

Reaction notes

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