4-((Cyclopropylmethyl)amino)-3-nitrobenzonitrile → 3-amino-4-[(Cyclopropylmethyl)amino]benzonitrile

HRID 1796475Notes

Reaction equation

HRID 1796475 reaction equation
[CH:1]1([CH2:4][NH:5][C:6]2[CH:13]=[CH:12][C:9]([C:10]#[N:11])=[CH:8][C:7]=2[N+:14]([O-])=O)[CH2:3][CH2:2]1>CCOC(C)=O>[NH2:14][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][C:6]=1[NH:5][CH2:4][CH:1]1[CH2:3][CH2:2]1)[C:10]#[N:11]

Participants

3

Reactant 1

HCID 221812654-((Cyclopropylmethyl)amino)-3-nitrobenzonitrile

Product 1

HCID 221813993-amino-4-[(Cyclopropylmethyl)amino]benzonitrileYield 95%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Following the general procedure 2C, crude 4-[(cyclopropylmethyl)-amino]-3-nitrobenzonitrile (920 mg, 4.24 mmol) was hydrogenated for 2 h (35 psi) in 40 mL of EtOAc to yield 750 mg crude product (95%) and was used for the next step without further purification. MS (ESI) (M+H)+=188.

Sources & evidence

ORD record
ord-ab72ea15eccd4ef5b3d792cbd9a07362
Source dataset
uspto-grants-2006_04
Patent number
US07030139B2

Reaction notes

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