Formaldehyde → HCID 44242507, compound
Reaction equation
Cl.[C:2]1([CH3:10])[CH:7]=[CH:6][CH:5]=[C:4]([NH:8]N)[CH:3]=1.BrCC([O:15][CH2:16][CH3:17])=O.[C:18]1(C)[CH:23]=[CH:22][CH:21]=[C:20]([N:24]([CH2:26]C(OCC)=O)N)C=1.C(O[CH:36](OCC)[CH2:37][CH2:38][CH2:39][NH:40][CH3:41])C.CC1C=CC=C2C=1C(CCNC)=CN2CC(OCC)=O.C=O.C(O)(C(F)(F)F)=O.CN1CCC2C3C(=CC=CC=3C)N(CC(O)=O)C=2C1.N1CCCCC1.CCN=C=NCCCN(C)C>C(#N)C.CN1CCC2C3C(=CC=CC=3C)N(CC(OCC)=O)C=2C1.[OH-].[Na+].C(N(CC)CC)C>[CH3:26][N:24]1[CH2:20][CH2:21][C:22]2[C:3]3[C:4](=[CH:5][CH:6]=[CH:7][C:2]=3[CH3:10])[N:8]([CH2:17][C:16]([N:40]3[CH2:41][CH2:36][CH2:37][CH2:38][CH2:39]3)=[O:15])[C:23]=2[CH2:18]1Participants
15
Reactant 10
HCID 712Formaldehyde
HCID 6422Trifluoroacetic acid
HCID 7748Ethyl bromoacetate
HCID 8082Piperidine
HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide
HCID 71562m-Tolylhydrazinium(1+) chloride
HCID 139945474,4-Diethoxy-N-methylbutan-1-amine
HCID 66911636HCID 66911636, compound
HCID 66911675HCID 66911675, compound
HCID 66911761HCID 66911761, compoundProduct 1
Reagents, catalysts & solvents 4
Procedure
The title compound is prepared by following General Methods 1, 3, 4, 5 and 7 by using m-tolylhydrazine hydrochloride, ethyl bromoacetate, and triethylamine (General Method 1), ethyl 2-(1-m-tolylhydrazinyl)acetate and 4,4-diethoxy-N-methylbutan-1-amine (General Method 3), ethyl 2-(4-methyl-3-(2-(methylamino)ethyl)-1H-indol-1-yl)acetate, formaldehyde and TFA in acetonitrile (General Method 4), ethyl 2-(1,2,3,4-tetrahydro-2,5-dimethylpyrido[3,4-b]indol-9-yl)acetate and NaOH (General Method 5), and 2-(1,2,3,4-tetrahydro-2,5-dimethylpyrido[3,4-b]indol-9-yl)acetic acid, piperidine and EDCI (General Method 7).
Sources & evidence
- ORD record
- ord-2451bb1cd9c442c6a8c116aae0945079
- Source dataset
- uspto-grants-2016_02
- Patent number
- US09260429B2
Reaction notes
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