O-Phenylenediamine → HCID 21180792, compound

HRID 1386810Notes

Reaction equation

HRID 1386810 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][CH:16]=O)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:18]1([NH2:25])[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[NH2:24].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>C1COCC1.CN(C=O)C>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][CH2:16][NH:24][C:19]2[C:18]([NH2:25])=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 7243O-PhenylenediamineHCID 5049666Sodium triacetoxyborohydrideHCID 114589021-(Phenylmethyl)-4-piperidinepropanal

Product 1

HCID 21180792HCID 21180792, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared from 300 mg 3-(1-benzyl-piperidin-4-yl)-propionaldehyde (from Step D), 300 mg of 1,2-phenylenediamine and 200 mg sodium triacetoxyborohydride in THF and DMF using a procedure analogous to that described in Example 1, Step J.

Sources & evidence

ORD record
ord-ffc7006c242a42de90b5532490d063f9
Source dataset
uspto-grants-2001_07
Patent number
US06265434B1

Reaction notes

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