Acetyl chloride → HCID 178418926, compound

HRID 7522

Reaction equation

HRID 7522 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[CH:11]1([N+:17]#[C-:18])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1.[N:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[CH:25]=O.[C:27]([Cl:30])(=[O:29])[CH3:28]>Cl(O)(=O)(=O)=O>[Cl-:30].[C:27]([N+:1]1[C:25]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][N:19]=2)=[C:18]([NH:17][CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)[N:3]2[CH:4]=[C:5]([N+:8]([O-:10])=[O:9])[CH:6]=[CH:7][C:2]=12)(=[O:29])[CH3:28]

Participants

6

Reactant 4

HCID 6367Acetyl chlorideHCID 142732-PyridinecarboxaldehydeHCID 778882-Amino-5-nitropyridineHCID 79129Cyclohexyl isocyanide

Product 1

HCID 178418926HCID 178418926, compound

Reagents, catalysts & solvents 1

HCID 24247Perchloric AcidSolvent

Procedure

Example 16 was carried out in accordance with the general directions for synthesis in process step a) from 1.0 ml (0.1 mmol) 2-amino-5-nitropyridine (0.1 M, DCM), 0.575 ml (0.115 mmol) cyclohexylisonitrile solution (0.2 M, DCM), 0.500 ml (0.15 mmol) pyridine-2-carbaldehyde solution (0.3 M, DCM) and 10 μl perchloric acid (w=20%) and in process step c) and d) by reacting the resultant reaction product with 0.4 mmol acetylchloride.

Sources & evidence

ORD record
ord-eaa1edd7c46b4a0391401b349c4af6d3
Source dataset
uspto-grants-2006_08
Patent number
US07087607B2

Linked notes

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