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

HRID 1883064Notes

Reaction equation

HRID 1883064 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. IS-MS, m/e 417 (m+1) Analysis for C21H25ClN4O3.2 HCl:

Sources & evidence

ORD record
ord-de4ea8d1add744abb495cdccdb8a4088
Source dataset
uspto-grants-2004_07
Patent number
US06759414B2

Reaction notes

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