Diethyl Ether → HCID 58423080, compound

HRID 1921803Notes

Reaction equation

HRID 1921803 reaction equation
[Br:1][C:2]1[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[C:5](Br)=[N:4][CH:3]=1.[NH2:12][C:13]1[CH:14]=[CH:15][C:16]([N:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)=[C:17]([CH:21]=1)[C:18]([NH2:20])=[O:19].C(N(CC)C(C)C)(C)C.CCOCC>C(O)(C)C>[Br:1][C:2]1[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[C:5]([NH:12][C:13]2[CH:14]=[CH:15][C:16]([N:22]3[CH2:23][CH2:24][O:25][CH2:26][CH2:27]3)=[C:17]([CH:21]=2)[C:18]([NH2:20])=[O:19])=[N:4][CH:3]=1

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 81531DiisopropylethylamineHCID 8963215-Amino-2-morpholin-4-yl-benzamideHCID 534859495,8-Dibromoimidazo[1,2-a]pyrazine

Product 1

HCID 58423080HCID 58423080, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

In the same way as described in the general procedure for amine displacement using 5,8-dibromo-imidazo[1,2-a]pyrazine (0.131 g, 0.47 mmol), 5-amino-2-morpholin-4-yl benzamide (157 mg, 0.71 mmol), N,N-diisopropylethylamine (0.120 mL, 0.71 mmol) in iso-propanol (3.7 mL). Trituration with iPrOH and Et2O affords the title compound (127 mg, 67%).

Sources & evidence

ORD record
ord-86fe2b7d66cd462ab8ca869f44f0cc21
Source dataset
uspto-grants-2012_05
Patent number
US08173656B2

Reaction notes

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