Dimethylamine → HCID 44242247, compound
Reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9]N)=[CH:5][CH:4]=1.BrCC([O:15][CH2:16][CH3:17])=O.Cl[C:19]1[CH:24]=[CH:23][C:22]([N:25]([CH2:27]C(OCC)=O)N)=C[CH:20]=1.C(OC(OCC)CC[CH2:39][NH:40][CH3:41])C.ClC1C=C2C(=CC=1)N(CC(OCC)=O)C=C2CCNC.C=O.C(O)(C(F)(F)F)=O.ClC1C=C2C(=CC=1)N(CC(O)=O)C1CN(C)CCC2=1.CNC.CCN=C=NCCCN(C)C>C(#N)C.ClC1C=C2C(=CC=1)N(CC(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]([CH2:17][C:16]([N:40]([CH3:41])[CH3:39])=[O:15])[C:23]1[CH2:22][N:25]([CH3:27])[CH2:20][CH2:19][C:24]2=1Participants
15
Reactant 10
HCID 674Dimethylamine
HCID 712Formaldehyde
HCID 6422Trifluoroacetic acid
HCID 7748Ethyl bromoacetate
HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide
HCID 71600Hydrazine, (4-chlorophenyl)-, hydrochloride (1:1)
HCID 139945474,4-Diethoxy-N-methylbutan-1-amine
HCID 44242581HCID 44242581, compound
HCID 57930382HCID 57930382, compound
HCID 57930384HCID 57930384, 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 bromoacetate, and triethylamine (General Method 1), ethyl 2-(1-(4-chlorophenyl)hydrazinyl)acetate and 4,4-diethoxy-N-methylbutan-1-amine (General Method 3), ethyl 2-(5-chloro-3-(2-(methylamino)ethyl)-1H-indol-1-yl)acetate, formaldehyde and TFA in acetonitrile (General Method 4), ethyl 2-(6-chloro-1,2,3,4-tetrahydro-2-methylpyrido[3,4-b]indol-9-yl)acetate and NaOH (General Method 5), and 2-(6-chloro-1,2,3,4-tetrahydro-2-methylpyrido[3,4-b]indol-9-yl)acetic acid, N,N-dimethylamine and EDCI (General Method 7).
Sources & evidence
- ORD record
- ord-9ee60f780a2447ea88b19c0d161b64cd
- Source dataset
- uspto-grants-2012_12
- Patent number
- US08338447B2
Reaction notes
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