2-Chloro-5-nitropyrimidine → HCID 86692877, compound

HRID 2271614Notes

Reaction equation

HRID 2271614 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][N:3]=1.[NH:11]1[CH2:15][CH2:14][CH:13]([NH:16][C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])[CH2:12]1>>[NH2:8][C:5]1[CH:4]=[N:3][C:2]([N:11]2[CH2:15][CH2:14][CH:13]([NH:16][C:17](=[O:23])[O:18][C:19]([CH3:21])([CH3:20])[CH3:22])[CH2:12]2)=[N:7][CH:6]=1

Participants

3

Reactant 2

HCID 825442-Chloro-5-nitropyrimidineHCID 2757234tert-butyl N-(pyrrolidin-3-yl)carbamate

Product 1

HCID 86692877HCID 86692877, compoundYield 65.2%

Procedure

Following General procedure H, 2-chloro-5-nitropyrimidine (500 mg, 3.1 mmol) was reacted with tert-butyl pyrrolidin-3-ylcarbamate (632 mg, 3.5 mmol) followed by reduction to afford the desired product (565 mg, 65%) as a purple solid: ESI MS m/z 280 [C13H21N5O2+H]+.

Sources & evidence

ORD record
ord-23368d3249434c129dff027aeca3b145
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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