Methyl 4-(2-bromoethoxy)benzoate → 4-[2-(5-Chloro-3-methyl-2-pyridin-3-yl-indol-1-yl)-ethoxy]-benzoic acid methyl ester

HRID 593537Notes

Reaction equation

HRID 593537 reaction equation
[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12]Br)=[CH:6][CH:5]=1.Cl.[Cl:16][C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[NH:22][C:21]([C:26]1[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=1)=[C:20]2[CH3:32]>>[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][N:22]2[C:23]3[C:19](=[CH:18][C:17]([Cl:16])=[CH:25][CH:24]=3)[C:20]([CH3:32])=[C:21]2[C:26]2[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=2)=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 1898264Methyl 4-(2-bromoethoxy)benzoateHCID 445539625-chloro-3-methyl-2-pyridin-3-yl-1H-indole hydrochloride

Product 1

HCID 582156904-[2-(5-Chloro-3-methyl-2-pyridin-3-yl-indol-1-yl)-ethoxy]-benzoic acid methyl ester

Procedure

4-(2-Bromo-ethoxy)-benzoic acid methyl ester (Example 61a) and 5-chloro-3-methyl-2-pyridin-3-yl-indol-1-yl (Example 2) are processed according to the method described in Example 59 to give 4-[2-(5-chloro-3-methyl-2-pyridin-3-yl-indol-1-yl)-ethoxy]-benzoic acid methyl ester. MS (ESI) m/z 421.01.

Sources & evidence

ORD record
ord-d9e326ca186e40afa7859f604e077514
Source dataset
uspto-grants-2016_01
Patent number
US09242963B2

Reaction notes

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