3-(Bromomethyl)-2-nitropyridine → HCID 59627180, compound

HRID 1926692Notes

Reaction equation

HRID 1926692 reaction equation
[C:1]1([C:7](=[N:14][CH:15]([CH2:21][C:22]2[C:23]([N+:28]([O-:30])=[O:29])=N[CH:25]=[CH:26][CH:27]=2)[C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.BrCC1C=CC=[C:35]([C:39]([F:42])([F:41])[F:40])C=1[N+]([O-])=O.BrCC1C([N+]([O-])=O)=NC=CC=1>>[C:8]1([C:7](=[N:14][CH:15]([CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[C:35]([C:39]([F:42])([F:41])[F:40])[C:23]=2[N+:28]([O-:30])=[O:29])[C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 3

HCID 212711753-(Bromomethyl)-2-nitropyridineHCID 59627162HCID 59627162, compoundHCID 59627173HCID 59627173, compound

Product 1

HCID 59627180HCID 59627180, compound

Procedure

Ethyl 2-(diphenylmethyleneamino)-3-[2-nitro-3-(trifluoromethyl)phenyl]propanoate (18) Ethyl 2-(diphenylmethyleneamino)-3-[2-nitro-3-(trifluoromethyl)phenyl]propanoate (18) was prepared according to the general procedure for the synthesis of ethyl 2-(diphenylmethyleneamino)-3-(2-nitropyridin-3-yl)propanoate (5) in Example 1, except that 1-(bromomethyl)-2-nitro-3-(trifluoromethyl)benzene (17) from the previous step was used in place of 3-(bromomethyl)-2-nitropyridine (3) (Yield: 3.2 g, 28% over 2 steps).

Sources & evidence

ORD record
ord-f0299ade6ed84d4497628e33522d3533
Source dataset
uspto-grants-2012_05
Patent number
US08183238B2

Reaction notes

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