Formaldehyde → HCID 44242375, compound
Reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([NH:9]N)[CH:6]=[CH:7][CH:8]=1.BrCC([O:15][CH2:16][CH3:17])=O.Cl[C:19]1[CH:20]=[C:21]([N:25](CC(OCC)=O)N)[CH:22]=[CH:23][CH:24]=1.C(OC(OCC)CCCNC)C.Cl[C:46]1[CH:54]=[CH:53][CH:52]=[C:51]2C=1C(CCNC)=C[N:50]2[CH2:55]C(OCC)=O.C=O.C(O)(C(F)(F)[F:70])=O.ClC1C=CC=C2C=1C1CCN(C)CC=1N2CC(O)=O.FC1C=CC(N)=CC=1.CCN=C=NCCCN(C)C>C(#N)C.ClC1C=CC=C2C=1C1CCN(C)CC=1N2CC(OCC)=O.[OH-].[Na+].C(N(CC)CC)C>[Cl:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]2[C:4]=1[C:53]1[CH2:54][CH2:46][N:50]([CH3:55])[CH2:51][C:52]=1[N:9]2[CH2:17][C:16]([NH:25][C:21]1[CH:20]=[CH:19][C:24]([F:70])=[CH:23][CH:22]=1)=[O:15]Participants
15
Reactant 10
HCID 712Formaldehyde
HCID 6422Trifluoroacetic acid
HCID 7748Ethyl bromoacetate
HCID 97314-Fluoroaniline
HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide
HCID 75331m-Chlorophenylhydrazine hydrochloride
HCID 139945474,4-Diethoxy-N-methylbutan-1-amine
HCID 66911693HCID 66911693, compound
HCID 66911765HCID 66911765, compound
HCID 66911796HCID 66911796, compoundProduct 1
Reagents, catalysts & solvents 4
Procedure
The title compound is prepared by following General Methods 1, 3, 4, 5 and 7 by using 3-chlorophenylhydrazine hydrochloride, ethyl bromoacetate, and triethylamine (General Method 1), ethyl 2-(1-(3-chlorophenyl)hydrazinyl)acetate and 4,4-diethoxy-N-methylbutan-1-amine (General Method 3), ethyl 2-(4-chloro-3-(2-(methylamino)ethyl)-1H-indol-1-yl)acetate, formaldehyde and TFA in acetonitrile (General Method 4), ethyl 2-(5-chloro-1,2,3,4-tetrahydro-2-methylpyrido[3,4-b]indol-9-yl)acetate and NaOH (General Method 5), and 2-(5-chloro-1,2,3,4-tetrahydro-2-methylpyrido[3,4-b]indol-9-yl)acetic acid, 4-fluoroaniline and EDCI (General Method 7).
Sources & evidence
- ORD record
- ord-2edc98336f5f4e71a8ee40e5f6b46e39
- Source dataset
- uspto-grants-2016_02
- Patent number
- US09260429B2
Reaction notes
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