Piperazine → HCID 68183315, compound

HRID 513704Notes

Reaction equation

HRID 513704 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:7]([CH:10]2[C:23]3[CH:22]=[CH:21][C:20]4[C:15](=[N:16][CH:17]=[CH:18][CH:19]=4)[C:14]=3[NH:13][S:12](=[O:25])(=[O:24])[N:11]2[CH3:26])=[CH:6][C:3]=1[CH:4]=O.[NH:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCCl>[F:1][C:2]1[CH:9]=[CH:8][C:7]([CH:10]2[C:23]3[CH:22]=[CH:21][C:20]4[C:15](=[N:16][CH:17]=[CH:18][CH:19]=4)[C:14]=3[NH:13][S:12](=[O:25])(=[O:24])[N:11]2[CH3:26])=[CH:6][C:3]=1[CH2:4][N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1

Participants

5

Reactant 3

HCID 4837PiperazineHCID 5049666Sodium triacetoxyborohydrideHCID 88861907HCID 88861907, compound

Product 1

HCID 68183315HCID 68183315, compoundYield 10.5%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

In a similar fashion using route 37 general procedure 90, 2-fluoro-5-(2-methyl-3,3-dioxo-1,2,3,4-tetrahydro-3λ*6*-thia-2,4,5-triaza-phenanthren-1-yl)-benzaldehyde 422 (50 mg, 0.13 mmol), piperazine (12 mg, 0.13 mmol) and sodium triacetoxyborohydride (40 mg, 0.19 mmol) in DCE (2 ml) gave the title compound (6 mg, 10%) after purification by preparative HPLC (acidic conditions 1).

Sources & evidence

ORD record
ord-a890813e05bf4454aadb6810f6f35dc3
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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