Formaldehyde → HCID 57930476, compound

HRID 1775931Notes

Reaction equation

HRID 1775931 reaction equation
Cl.C1(C)C=CC(NN)=CC=1.BrCC(OC)=O.[CH3:17][C:18]1[CH:23]=[CH:22][C:21]([N:24]([CH2:26][C:27]([O:29][CH3:30])=[O:28])N)=[CH:20][CH:19]=1.C(OC(OCC)CCCNC)C.CC1C=C2[C:50](=[CH:51][CH:52]=1)[N:49]([CH2:53][C:54](OC)=O)[CH:48]=C2CCNC.C=O.C(O)(C(F)(F)F)=O>C(#N)C.C(N(CC)CC)C>[CH3:48][N:49]1[CH2:53][CH2:54][C:52]2[C:22]3[C:21](=[CH:20][CH:19]=[C:18]([CH3:17])[CH:23]=3)[N:24]([CH2:26][C:27]([O:29][CH3:30])=[O:28])[C:51]=2[CH2:50]1

Participants

10

Reactant 7

HCID 712FormaldehydeHCID 6422Trifluoroacetic acidHCID 125044-Methylphenylhydrazine monohydrochlorideHCID 60984Methyl bromoacetateHCID 139945474,4-Diethoxy-N-methylbutan-1-amineHCID 53894127HCID 53894127, compoundHCID 66911744methyl 2-(5-methyl-3-(2-(methylamino)ethyl)-1H-indol-1-yl)acetate

Product 1

HCID 57930476HCID 57930476, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 8471TriethylamineSolvent

Procedure

The title compound is prepared by following General Methods 1, 3, and 4 by using p-tolylhydrazine hydrochloride, methyl bromoacetate, and triethylamine (General Method 1), methyl 2-(1-(4-methylphenyl)hydrazinyl)acetate and 4,4-diethoxy-N-methylbutan-1-amine (General Method 3), and methyl 2-(5-methyl-3-(2-(methylamino)ethyl)-1H-indol-1-yl)acetate, formaldehyde and TFA in acetonitrile (General Method 4).

Sources & evidence

ORD record
ord-a53ce50b1bc643a69209b88cae3a98a4
Source dataset
uspto-grants-2016_02
Patent number
US09260429B2

Reaction notes

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