(3-Methylpyridin-2-yl)methanamine → (3-Isopropyl-pyridin-2-ylmethyl)-(3-methyl-pyridin-2-ylmethyl)-amine

HRID 1592642Notes

Reaction equation

HRID 1592642 reaction equation
[CH3:1][C:2]1[C:3]([CH2:8][NH2:9])=[N:4][CH:5]=[CH:6][CH:7]=1.[CH:10]([C:13]1[C:14]([CH:19]=O)=[N:15][CH:16]=[CH:17][CH:18]=1)([CH3:12])[CH3:11].[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[CH:10]([C:13]1[C:14]([CH2:19][NH:9][CH2:8][C:3]2[C:2]([CH3:1])=[CH:7][CH:6]=[CH:5][N:4]=2)=[N:15][CH:16]=[CH:17][CH:18]=1)([CH3:12])[CH3:11]

Participants

5

Reactant 3

HCID 1514370(3-Methylpyridin-2-yl)methanamineHCID 5049666Sodium triacetoxyborohydrideHCID 450836353-Isopropylpicolinaldehyde

Product 1

HCID 67272815(3-Isopropyl-pyridin-2-ylmethyl)-(3-methyl-pyridin-2-ylmethyl)-amine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Using General Procedure B: Reaction of C-(3-methyl-pyridin-2-yl)-methylamine and 3-isopropyl-pyridine-2-carboxaldehyde with NaBH(OAc)3 in CH2Cl2 gave (3-isopropyl-pyridin-2-ylmethyl)-(3-methyl-pyridin-2-ylmethyl)-amine as a yellow oil.

Sources & evidence

ORD record
ord-53589277dc2749d2a45c780bc25e8d3b
Source dataset
uspto-grants-2007_11
Patent number
US07291631B2

Reaction notes

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