Morpholine → HCID 53241748, compound

HRID 2369375Notes

Reaction equation

HRID 2369375 reaction equation
Cl[C:2]1[S:3][C:4]2[CH:9]=[C:8]([C:10]3[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=3)[NH:7][C:5]=2[N:6]=1.[NH:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1>>[F:16][C:13]1[CH:14]=[CH:15][C:10]([C:8]2[NH:7][C:5]3[N:6]=[C:2]([N:17]4[CH2:22][CH2:21][O:20][CH2:19][CH2:18]4)[S:3][C:4]=3[CH:9]=2)=[CH:11][CH:12]=1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 53241746HCID 53241746, compound

Product 1

HCID 53241748HCID 53241748, compoundYield 91%

Procedure

126 mg (0.50 mmol) of 2-chloro-5-(4-fluorophenyl)-4H-pyrrolo[2,3-d]thiazole are suspended in 2 ml of morpholine in a microwave vessel and irradiated at 130° C. for 2 h and subsequently purified directly by chromatography on silica gel (eluent: cyclohexane/ethyl acetate 1/1), giving 139 mg (0.45 mmol, 91%) of 5-(4-fluorophenyl)-2-morpholin-4-yl-4H-pyrrolo[2,3-d]thiazole as beige crystals; m.p. 240-248;

Workup

  1. customirradiated at 130° C. for 2 h
  2. customsubsequently purified directly by chromatography on silica gel (eluent: cyclohexane/ethyl acetate 1/1)

Sources & evidence

ORD record
ord-504bf69e0d834a7ba9f66a3efc24eefe
Source dataset
uspto-grants-2014_04
Patent number
US08703961B2

Reaction notes

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