Borane,N-dimethylmethanamine (1:1) → HCID 21906216, compound

HRID 1247163Notes

Reaction equation

HRID 1247163 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:36])[C:10]2[CH:15]=[CH:14][C:13]([C:16]([O:18][CH3:19])=[O:17])=[CH:12][C:11]=2[NH:20][CH:21]([CH:23]2[CH2:28][CH2:27][N:26](C(OC(C)(C)C)=O)[CH2:25][CH2:24]2)[CH3:22])=[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:36])[C:10]2[CH:15]=[CH:14][C:13]([C:16]([O:18][CH3:19])=[O:17])=[CH:12][C:11]=2[NH:20][CH:21]([CH:23]2[CH2:24][CH2:25][NH:26][CH2:27][CH2:28]2)[CH3:22])=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 6327651Borane,N-dimethylmethanamine (1:1)HCID 21906360HCID 21906360, compound

Product 1

HCID 21906216HCID 21906216, compoundYield 24.7%

Procedure

Using a similar procedure to that described in Example 47-D, N-(5-chloropyridin-2-yl)-2-[[1-(1-Boc-piperidin-4-yl)ethyl]amino]-4-methoxycarbonylbenzamide (0.35 g, 0.68 mmol) and borane trimethylamine complex (0.15 g, 2.0 mmol) afforded 70 mg of the title compound.

Sources & evidence

ORD record
ord-f0fbc072b51040d781db7b815483eae0
Source dataset
uspto-grants-2006_10
Patent number
US07129245B2

Reaction notes

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