Borane,N-dimethylmethanamine (1:1) → HCID 21906491, compound

HRID 1247165Notes

Reaction equation

HRID 1247165 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:33])[C:10]2[CH:15]=[CH:14][C:13]([CH2:16][OH:17])=[CH:12][C:11]=2[NH:18][CH2:19][CH:20]2[CH2:25][CH2:24][N:23](C(OC(C)(C)C)=O)[CH2:22][CH2:21]2)=[N:6][CH:7]=1.[B-][N+](C)(C)C>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:33])[C:10]2[CH:15]=[CH:14][C:13]([CH2:16][OH:17])=[CH:12][C:11]=2[NH:18][CH2:19][CH:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 6327651Borane,N-dimethylmethanamine (1:1)HCID 21906512N-(5-chloropyridin-2-yl)-4-hydroxymethyl-2-[(1-Boc-piperidin-4-ylmethyl)amino]benzamide

Product 1

HCID 21906491HCID 21906491, compoundYield 79%

Procedure

Using a similar procedure to that described in Example 47-D, N-(5-chloropyridin-2-yl)-4-hydroxymethyl-2-[(1-Boc-piperidin-4-ylmethyl)amino]benzamide (1.45 g, 3.07 mmol) and borane trimethylamine complex (672 mg, 9.22 mmol) afforded 900 mg (79%) of the title compound; which was used without, further purification.

Sources & evidence

ORD record
ord-9ede74317abe4fa09622e551bbbcd471
Source dataset
uspto-grants-2006_10
Patent number
US07129245B2

Reaction notes

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