Dimethylamine → HCID 178484411, compound

HRID 2272056Notes

Reaction equation

[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]([N:12]3[C@@H:21]4[C@@H:16]([C:17]5[CH:25]=[CH:24][C:23]([C:26]([OH:28])=O)=[CH:22][C:18]=5[CH2:19][CH2:20]4)[CH2:15][CH2:14][CH2:13]3)=[O:11])=[CH:9][C:4]=2[N:3]=[CH:2]1.[CH3:29][NH:30][CH3:31]>>[CH3:29][N:30]([CH3:31])[C:26]([C:23]1[CH:24]=[CH:25][C:17]2[C@@H:16]3[C@H:21]([CH2:20][CH2:19][C:18]=2[CH:22]=1)[N:12]([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:11])[CH2:13][CH2:14][CH2:15]3)=[O:28]

Participants

Reactant 2

HCID 674Dimethylamine

HCID 178524091HCID 178524091, compound

Product 1

HCID 178484411HCID 178484411, compoundYield 20%

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-8-carboxylic acid and dimethylamine (2 mol/L in tetrahydrofuran) following a procedure analogous to that described in Example 1. Yield: 20% of theory; LC (method 1): tR=2.08 min; Mass spectrum (ESI+): m/z=403 [M+H]+.

Sources & evidence

ORD record: ord-2a5a945455d743c083eb3484860445b2
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09120769B2

Reaction notes

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