cis-1,2,3,4,4a,5,6,10b-Octahydro-benzo[f]quinoline-8-carboxylic acid methyl ester → HCID 178497109, compound

HRID 521057Notes

Reaction equation

HRID 521057 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[CH:30]=[CH:29][C:20]2[C@@H:21]3[C@H:26]([CH2:27][CH2:28][C:19]=2[CH:18]=1)[NH:25][CH2:24][CH2:23][CH2:22]3)=[O:16]>>[CH3:13][O:14][C:15]([C:17]1[CH:30]=[CH:29][C:20]2[C@@H:21]3[C@H:26]([CH2:27][CH2:28][C:19]=2[CH:18]=1)[N:25]([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])[CH2:24][CH2:23][CH2:22]3)=[O:16]

Participants

3

Reactant 2

HCID 86654101cis-1,2,3,4,4a,5,6,10b-Octahydro-benzo[f]quinoline-8-carboxylic acid methyl esterHCID 178524171HCID 178524171, compound

Product 1

HCID 178497109HCID 178497109, compoundYield 92%

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-8-carboxylic acid methyl ester following a procedure analogous to that described in Example 1. Yield: 92% of theory; LC (method 1): tR=2.57 min; Mass spectrum (ESI+): m/z=390 [m+H]+.

Sources & evidence

ORD record
ord-56b0b562837045c2b10c5766235697e2
Source dataset
uspto-grants-2016_05
Patent number
US09328072B2

Reaction notes

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