Formaldehyde → HCID 57930358, compound

HRID 2198342Notes

Reaction equation

HRID 2198342 reaction equation
Cl.Cl[C:3]1C=CC(NN)=CC=1.C(Br)C#C.ClC1C=CC(N(CC#C)N)=CC=1.C(OC(OCC)CCCNC)C.[Cl:39][C:40]1[CH:41]=[C:42]2[C:46](=[CH:47][CH:48]=1)[N:45]([CH2:49][C:50]#[CH:51])[CH:44]=[C:43]2[CH2:52][CH2:53][NH:54][CH3:55].C=O.C(O)(C(F)(F)F)=O>[Cl-].C([N+](CCCC)(CCCC)CCCC)CCC.C(#N)C>[Cl:39][C:40]1[CH:41]=[C:42]2[C:46](=[CH:47][CH:48]=1)[N:45]([CH2:49][C:50]#[CH:51])[C:44]1[CH2:55][N:54]([CH3:3])[CH2:53][CH2:52][C:43]2=1

Participants

10

Reactant 7

HCID 712FormaldehydeHCID 6422Trifluoroacetic acidHCID 7842Propargyl bromideHCID 71600Hydrazine, (4-chlorophenyl)-, hydrochloride (1:1)HCID 139945474,4-Diethoxy-N-methylbutan-1-amineHCID 86635501HCID 86635501, compoundHCID 86635502HCID 86635502, compound

Product 1

HCID 57930358HCID 57930358, compound

Reagents, catalysts & solvents 2

HCID 70681Tetrabutylammonium ChlorideCatalystHCID 6342AcetonitrileSolvent

Procedure

The title compound was prepared by following General Methods 2, 3 and 4 using 4-chlorophenylhydrazine hydrochloride, propargyl bromide, and tetra-n-butylammonium chloride (General Method 2), 1-(4-chlorophenyl)-1-(prop-2-ynyl)hydrazine (Example 8) and 4,4-diethoxy-N-methylbutan-1-amine (General Method 3) and 2-(5-chloro-1-(prop-2-ynyl)-1H-indol-3-yl)-N-methylethanamine (Example 17), formaldehyde and TFA in acetonitrile (General Method 4).

Sources & evidence

ORD record
ord-b78e14d544a44c878d83d106386504a7
Source dataset
uspto-grants-2012_12
Patent number
US08338447B2

Reaction notes

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