8-Boc-3,8-diaza-bicyclo(3.2.1)octane → HCID 67354448, compound

HRID 1850578Notes

Reaction equation

HRID 1850578 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH:13]2[CH2:14][CH2:15][CH:9]1[CH2:10][NH:11][CH2:12]2)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:16][C:17]1[CH:25]=[CH:24][C:20]([C:21](O)=[O:22])=[C:19]([CH3:26])[N:18]=1>>[C:1]([O:5][C:6]([N:8]1[CH:9]2[CH2:15][CH2:14][CH:13]1[CH2:12][N:11]([C:21]([C:20]1[C:19]([CH3:26])=[N:18][C:17]([NH2:16])=[CH:25][CH:24]=1)=[O:22])[CH2:10]2)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 157409088-Boc-3,8-diaza-bicyclo(3.2.1)octaneHCID 288755296-Amino-2-methylpyridine-3-carboxylic acid

Product 1

HCID 67354448HCID 67354448, compoundYield 88.1%

Procedure

Following general amide formation method 1, 3,8-diaza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester (279 mg, 1.31 mmol, 1.0 eq) was combined with 6-amino-2-methylnicotinic acid (200 mg, 1.31 mmol, 1.0 eq) which gave 3-(6-Amino-2-methyl-pyridine-3-carbonyl)-3,8-diaza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester (400 mg) in 88% yield. MS m/z 346.6 (M+H)+.

Sources & evidence

ORD record
ord-c574e7dc215e496c85874095d4f9a982
Source dataset
uspto-grants-2015_02
Patent number
US08957074B2

Reaction notes

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