2-Chloro-5-nitropyrimidine → HCID 66716414, compound

HRID 2271610Notes

Reaction equation

HRID 2271610 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][N:3]=1.[NH:11]1[CH2:16][CH2:15][CH:14]([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21])[CH2:13][CH2:12]1>>[NH2:8][C:5]1[CH:4]=[N:3][C:2]([N:11]2[CH2:12][CH2:13][CH:14]([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:22])([CH3:21])[CH3:23])[CH2:15][CH2:16]2)=[N:7][CH:6]=1

Participants

3

Reactant 2

HCID 825442-Chloro-5-nitropyrimidineHCID 7238334-(N-Boc-amino)piperidine

Product 1

HCID 66716414HCID 66716414, compoundYield 87.1%

Procedure

Following General procedure H, 2-chloro-5-nitropyrimidine (500 mg, 3.1 mmol) was reacted with tert-butyl piperidin-4-ylcarbamate (683 mg, 3.5 mmol) followed by reduction to afford the desired product (792 mg, 87%) as a purple solid: ESI MS m/z 294 [C14H23N5O2+H]+.

Sources & evidence

ORD record
ord-4389edc296a249f8bb989bd40353ea38
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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