Formaldehyde → HCID 44242438, compound

HRID 1775942Notes

Reaction equation

HRID 1775942 reaction equation
Cl.Cl[C:3]1C=CC(NN)=CC=1.BrCCCC1C=CC(C)=NC=1.CC1N=CC(CCCN(C2C=CC(C)=CC=2)N)=CC=1.C(OC(OCC)CCCNC)C.[CH3:53][NH:54][CH2:55][CH2:56][C:57]1[C:65]2[C:60](=[CH:61][CH:62]=[C:63]([CH3:66])[CH:64]=2)[N:59]([CH2:67][CH2:68][CH2:69][C:70]2[CH:71]=[N:72][C:73]([CH3:76])=[CH:74][CH:75]=2)[CH:58]=1.C=O.C(O)(C(F)(F)F)=O>C(#N)C.C(N(CC)CC)C>[CH3:53][N:54]1[CH2:55][CH2:56][C:57]2[C:65]3[C:60](=[CH:61][CH:62]=[C:63]([CH3:66])[CH:64]=3)[N:59]([CH2:67][CH2:68][CH2:69][C:70]3[CH:71]=[N:72][C:73]([CH3:76])=[CH:74][CH:75]=3)[C:58]=2[CH2:3]1

Participants

10

Reactant 7

HCID 712FormaldehydeHCID 6422Trifluoroacetic acidHCID 71600Hydrazine, (4-chlorophenyl)-, hydrochloride (1:1)HCID 139945474,4-Diethoxy-N-methylbutan-1-amineHCID 64507567HCID 64507567, compoundHCID 66911658HCID 66911658, compoundHCID 66911680HCID 66911680, compound

Product 1

HCID 44242438HCID 44242438, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 8471TriethylamineSolvent

Procedure

The title compound is prepared by following General Methods 1, 3 and 4 using 4-chlorophenylhydrazine hydrochloride, 5-(3-bromopropyl)-2-methylpyridine, and triethylamine (General Method 1), 1-(3-(6-methylpyridin-3-yl)propyl)-1-p-tolylhydrazine and 4,4-diethoxy-N-methylbutan-1-amine (General Method 3) and N-methyl-2-(5-methyl-1-(3-(6-methylpyridin-3-yl)propyl)-1H-indol-3-yl)ethanamine, formaldehyde and TFA in acetonitrile (General Method 4).

Sources & evidence

ORD record
ord-b0018f3c35cd446691210146cf4f0cb5
Source dataset
uspto-grants-2016_02
Patent number
US09260429B2

Reaction notes

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