HCID 86654070, compound → HCID 178497443, compound

HRID 2271989Notes

Reaction equation

HRID 2271989 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]([OH:12])=O)=[CH:9][C:4]=2[N:3]=[CH:2]1.[CH3:13][O:14][C:15]([C:17]1[C:22]2[C@@H:23]3[C@H:28]([CH2:29][CH2:30][C:21]=2[CH:20]=[CH:19][CH:18]=1)[NH:27][CH2:26][CH2:25][CH2:24]3)=[O:16]>C(Cl)Cl.CO>[CH3:13][O:14][C:15]([C:17]1[C:22]2[C@@H:23]3[C@H:28]([CH2:29][CH2:30][C:21]=2[CH:20]=[CH:19][CH:18]=1)[N:27]([C:10]([C:8]1[CH:7]=[CH:6][C:5]2[NH:1][CH:2]=[N:3][C:4]=2[CH:9]=1)=[O:12])[CH2:26][CH2:25][CH2:24]3)=[O:16]

Participants

4

Reactant 2

HCID 86654070HCID 86654070, compoundHCID 178524171HCID 178524171, compound

Product 1

HCID 178497443HCID 178497443, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The title compound is prepared from 1H-benzoimidazole-5-carboxylic acid and cis-1,2,3,4,4a,5,6,10b-octahydro-benzo[f]quinoline-10-carboxylic acid methyl ester following a procedure analogous to that described in Example 1. Yield: 43% of theory; TLC: rf=0.30 (silica gel, CH2Cl2/MeOH/32% aqueous NH3 90:10:1); Mass spectrum (ESI+): m/z=390 [M+H]+.

Sources & evidence

ORD record
ord-2c07e72e57694c8db2980f55010130ec
Source dataset
uspto-grants-2015_09
Patent number
US09120769B2

Reaction notes

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