HCID 178497443, compound → HCID 178519368, compound

HRID 2272097Notes

Reaction equation

HRID 2272097 reaction equation
C[O:2][C:3]([C:5]1[C:10]2[C@@H:11]3[C@H:16]([CH2:17][CH2:18][C:9]=2[CH:8]=[CH:7][CH:6]=1)[N:15]([C:19]([C:21]1[CH:29]=[CH:28][C:24]2[NH:25][CH:26]=[N:27][C:23]=2[CH:22]=1)=[O:20])[CH2:14][CH2:13][CH2:12]3)=O>C(Cl)Cl.CO>[NH:25]1[C:24]2[CH:28]=[CH:29][C:21]([C:19]([N:15]3[C@@H:16]4[C@@H:11]([C:10]5[C:5]([CH2:3][OH:2])=[CH:6][CH:7]=[CH:8][C:9]=5[CH2:18][CH2:17]4)[CH2:12][CH2:13][CH2:14]3)=[O:20])=[CH:22][C:23]=2[N:27]=[CH:26]1

Participants

3

Reactant 1

HCID 178497443HCID 178497443, compound

Product 1

HCID 178519368HCID 178519368, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The title compound is prepared from cis-4-(1H-benzoimidazole-5-carbonyl)-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 34. Yield: 46% of theory; TLC: rf=0.27 (silica gel, CH2Cl2/MeOH/32% aqueous NH3 90:10:1); Mass spectrum (ESI+): m/z=362 [M+H]+.

Sources & evidence

ORD record
ord-7aac6e6b7bbe4294af00766fc35647cc
Source dataset
uspto-grants-2015_09
Patent number
US09120769B2

Reaction notes

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