Formaldehyde → HCID 44242509, compound
Reaction equation
Cl.[C:2]1([CH3:10])[CH:7]=[CH:6][C:5]([NH:8]N)=[CH:4][CH:3]=1.Br[CH2:12][CH2:13][C:14]([O:16]CC)=O.[C:19]1([CH3:34])[CH:24]=[CH:23][C:22]([N:25]([CH2:27]CC(OCC)=O)N)=CC=1.C(O[CH:38](OCC)[CH2:39][CH2:40][CH2:41][NH:42][CH3:43])C.CC1C=C2C(=CC=1)N(CCC(OCC)=O)C=C2CCNC.C=O.C(O)(C(F)(F)F)=O.CN1CCC2C3C(=CC=C(C)C=3)N(CCC(O)=O)C=2C1.N1CCCCC1.CCN=C=NCCCN(C)C>C(#N)C.CN1CCC2C3C(=CC=C(C)C=3)N(CCC(OCC)=O)C=2C1.[OH-].[Na+].C(N(CC)CC)C>[CH3:27][N:25]1[CH2:22][CH2:23][C:24]2[C:6]3[C:5](=[CH:4][CH:3]=[C:2]([CH3:10])[CH:7]=3)[N:8]([CH2:12][CH2:13][C:14]([N:42]3[CH2:43][CH2:38][CH2:39][CH2:40][CH2:41]3)=[O:16])[C:19]=2[CH2:34]1Participants
15
Reactant 10
HCID 712Formaldehyde
HCID 6422Trifluoroacetic acid
HCID 8082Piperidine
HCID 125044-Methylphenylhydrazine monohydrochloride
HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide
HCID 68320Ethyl 3-bromopropionate
HCID 139945474,4-Diethoxy-N-methylbutan-1-amine
HCID 66911689HCID 66911689, compound
HCID 66911780HCID 66911780, compound
HCID 66911788HCID 66911788, compoundProduct 1
Reagents, catalysts & solvents 4
Procedure
The title compound is prepared by following General Methods 1, 3, 4, 5 and 7 by using p-tolylhydrazine hydrochloride, ethyl 3-bromopropionate, and triethylamine (General Method 1), ethyl 3-(1-p-tolylhydrazinyl)propanoate and 4,4-diethoxy-N-methylbutan-1-amine (General Method 3), ethyl 3-(5-methyl-3-(2-(methylamino)ethyl)-1H-indol-1-yl)propanoate, formaldehyde and TFA in acetonitrile (General Method 4), ethyl 3-(1,2,3,4-tetrahydro-2,6-dimethylpyrido[3,4-b]indol-9-yl)propanoate and NaOH (General Method 5), and 3-(1,2,3,4-tetrahydro-2,6-dimethylpyrido[3,4-b]indol-9-yl)propanoic acid, piperidine and EDCI (General Method 7).
Sources & evidence
- ORD record
- ord-a2e84cf252dc4bc3835776c0c8f5f1cf
- Source dataset
- uspto-grants-2016_02
- Patent number
- US09260429B2
Reaction notes
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