Diboron → HCID 57134261, compound

HRID 1764752Notes

Reaction equation

HRID 1764752 reaction equation
[C:1]1([CH:7]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[N:8]2[CH2:13][C:12](=O)[N:11]([N:15]=[CH:16][C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[N:18]=3)[C:10](=O)[CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.B#B>O1CCCC1.B(F)(F)F.C(OCC)C>[C:25]1([CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[N:8]2[CH2:9][CH2:10][N:11]([NH:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[N:18]=3)[CH2:12][CH2:13]2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

6

Reactant 2

HCID 6328200DiboronHCID 54180332HCID 54180332, compound

Product 1

HCID 57134261HCID 57134261, compound

Reagents, catalysts & solvents 3

HCID 3283Diethyl EtherSolventHCID 6356Boron trifluorideSolventHCID 8028TetrahydrofuranSolvent

Procedure

Reducing 1-diphenylmethyl-4-(6-methyl-2-pyridylmethyleneamino)-3,5-diketopiperazine using a mixture of diborane in tetrahydrofuran and boron trifluoride in diethyl ether to afford 1-diphenylmethyl-4-(6-methyl-2-pyridylmethylamino)piperazine followed by dehydrogenating to afford the desired 1-diphenylmethyl-4-(6-methyl-2-pyridylmethyleneamino)piperazine.

Sources & evidence

ORD record
ord-ab39e7b743b5480d96cb1a97ed7dccc7
Source dataset
uspto-grants-1978_09
Patent number
US04117225

Reaction notes

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