Formaldehyde → HCID 44242510, compound
Reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9]N)=[CH:5][CH:4]=1.Br[CH2:12][CH2:13][CH2:14][C:15]([O:17]CC)=O.Cl[C:21]1[CH:26]=C[C:24]([N:27]([CH2:29]CCC(OCC)=O)N)=[CH:23][CH:22]=1.C(O[CH:40](OCC)[CH2:41][CH2:42][CH2:43][NH:44][CH3:45])C.ClC1C=C2C(=CC=1)N(CCCC(OCC)=O)C=C2CCNC.C=O.C(O)(C(F)(F)F)=O.ClC1C=C2C(=CC=1)N(CCCC(O)=O)C1CN(C)CCC2=1.N1CCCCC1.CCN=C=NCCCN(C)C>C(#N)C.ClC1C=C2C(=CC=1)N(CCCC(OCC)=O)C1CN(C)CCC2=1.[OH-].[Na+].C(N(CC)CC)C>[Cl:2][C:3]1[CH:8]=[C:7]2[C:6](=[CH:5][CH:4]=1)[N:9]([CH2:12][CH2:13][CH2:14][C:15]([N:44]1[CH2:45][CH2:40][CH2:41][CH2:42][CH2:43]1)=[O:17])[C:23]1[CH2:24][N:27]([CH3:29])[CH2:26][CH2:21][C:22]2=1Participants
15
Reactant 10
HCID 712Formaldehyde
HCID 6422Trifluoroacetic acid
HCID 8082Piperidine
HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide
HCID 71600Hydrazine, (4-chlorophenyl)-, hydrochloride (1:1)
HCID 76300Ethyl 4-bromobutyrate
HCID 139945474,4-Diethoxy-N-methylbutan-1-amine
HCID 66911632HCID 66911632, compound
HCID 66911745HCID 66911745, compound
HCID 68992607HCID 68992607, compoundProduct 1
Reagents, catalysts & solvents 4
Procedure
The title compound is prepared by following General Methods 1, 3, 4, 5 and 7 by using 4-chlorophenylhydrazine hydrochloride, ethyl 4-bromobutyrate, and triethylamine (General Method 1), ethyl 4-(1-(4-chlorophenyl)hydrazinyl)butanoate and 4,4-diethoxy-N-methylbutan-1-amine (General Method 3), ethyl 4-(5-chloro-3-(2-(methylamino)ethyl)-1H-indol-1-yl)butanoate, formaldehyde and TFA in acetonitrile (General Method 4), ethyl 4-(6-chloro-1,2,3,4-tetrahydro-2-methylpyrido[3,4-b]indol-9-yl)butanoate and NaOH (General Method 5), and 4-(6-chloro-1,2,3,4-tetrahydro-2-methylpyrido[3,4-b]indol-9-yl)butanoic acid, piperidine and EDCI (General Method 7).
Sources & evidence
- ORD record
- ord-f6d3c8eb4564489bbbd3946bd6a266fa
- Source dataset
- uspto-grants-2016_02
- Patent number
- US09260429B2
Reaction notes
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