Formaldehyde → HCID 68995990, compound
Reaction equation
Cl.[N:2]1[CH:7]=[CH:6][CH:5]=[C:4]([NH:8]N)[CH:3]=1.BrCC([O:14][CH2:15][CH3:16])=O.N1C=CC=C(N(CC(OCC)=O)N)[CH:18]=1.C(OC(OCC)CCCNC)C.CNC[CH2:46][C:47]1C2=NC=CC=[C:50]2[N:49]([CH2:56]C(OCC)=O)[CH:48]=1.C=O.C(O)(C(F)(F)F)=O.[CH3:71][NH:72][CH:73]1[CH2:78][CH2:77][CH2:76][CH2:75][CH2:74]1.CCN=C=NCCCN(C)C>C(#N)C.[OH-].[Na+]>[CH:4]1([N:8]([CH3:18])[C:15](=[O:14])[CH2:16][N:72]2[C:73]3[C:78](=[CH:77][CH:76]=[CH:75][CH:74]=3)[C:46]3[CH2:47][CH2:48][N:49]([CH3:56])[CH2:50][C:71]2=3)[CH2:3][NH:2][CH2:7][CH2:6][CH2:5]1Participants
12
Reactant 9
HCID 712Formaldehyde
HCID 6422Trifluoroacetic acid
HCID 7514N-Methylcyclohexylamine
HCID 7748Ethyl bromoacetate
HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide
HCID 139945474,4-Diethoxy-N-methylbutan-1-amine
HCID 231434543-Hydrazinylpyridine hydrochloride
HCID 66911711HCID 66911711, compound
HCID 66911782HCID 66911782, compoundProduct 1
Reagents, catalysts & solvents 2
Procedure
The title compound is prepared by following General Methods 1, 3, 4, 5 and 7 by using 1-(pyridin-3-yl)hydrazine hydrochloride and ethyl bromoacetate (General Method 1), ethyl 2-(1-(pyridin-3-yl)hydrazinyl)acetate and 4,4-diethoxy-N-methylbutan-1-amine (General Method 3), ethyl 2-(3-(2-(methylamino)ethyl)-1H-pyrrolo[3,2-b]pyridin-1-yl)acetate, formaldehyde and TFA in acetonitrile (General Method 4), ethyl 5-aza-2-(1,2,3,4-tetrahydro-2-methylpyrido[3,4-b]indol-9-yl)acetate and NaOH (General Method 5), and 5-aza-2-(1,2,3,4-tetrahydro-2-methylpyrido[3,4-b]indol-9-yl)acetic acid, N-methylcyclohexylamine and EDCI (General Method 7).
Sources & evidence
- ORD record
- ord-7a3afc4cc4e44e738502ab6701aed093
- Source dataset
- uspto-grants-2016_02
- Patent number
- US09260429B2
Reaction notes
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