Sodium triacetoxyborohydride → [3-(3,4-Dihydro-2H-quinolin-1-yl)-pyridin-2-ylmethyl]-(3,5-dimethyl-pyridin-2-ylmethyl)-amine

HRID 251037Notes

Reaction equation

HRID 251037 reaction equation
[N:1]1([C:11]2[C:12]([CH2:17][NH2:18])=[N:13][CH:14]=[CH:15][CH:16]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.[BH-](O[C:29]([CH3:31])=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl.CC1C(C=O)=NC=C(C)C=1>[N:1]1([C:11]2[C:12]([CH2:17][NH:18][CH2:9][C:10]3[C:5]([CH3:6])=[CH:4][C:29]([CH3:31])=[CH:2][N:1]=3)=[N:13][CH:14]=[CH:15][CH:16]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 5049666Sodium triacetoxyborohydrideHCID 67271944C-[3-(3,4-dihydro-2H-quinoline-1-yl)pyridine-2-yl]methylamine

Product 1

HCID 67272814[3-(3,4-Dihydro-2H-quinolin-1-yl)-pyridin-2-ylmethyl]-(3,5-dimethyl-pyridin-2-ylmethyl)-amine

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 187316833,5-Dimethylpyridine-2-carbaldehydeSolvent

Procedure

Using General Procedure B: Reaction of C-[3-(3,4-dihydro-2H-quinoline-1-yl)pyridine-2-yl]methylamine in CH2Cl2 and 3,5-Dimethyl-pyridine-2-carbaldehyde with NaBH(OAc)3 gave [3-(3,4-Dihydro-2H-quinolin-1-yl)-pyridin-2-ylmethyl]-(3,5-dimethyl-pyridin-2-ylmethyl)-amine.

Sources & evidence

ORD record
ord-d11c6a2637fe4151a5ffb199321e18ca
Source dataset
uspto-grants-2011_01
Patent number
US07863293B2

Reaction notes

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