1-Boc-6-chloroindole-2-boronic acid → 6-chloro-2-[5-(4-methyl-piperazin-1-ylmethyl)-pyridin-3-yl]-1H-indole

HRID 593604Notes

Reaction equation

HRID 593604 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH2:8][N:9]2[CH2:14][CH2:13][N:12]([CH3:15])[CH2:11][CH2:10]2)[CH:5]=[N:6][CH:7]=1.[Cl:16][C:17]1[CH:25]=[C:24]2[C:20]([CH:21]=[C:22](B(O)O)[N:23]2C(OC(C)(C)C)=O)=[CH:19][CH:18]=1>>[Cl:16][C:17]1[CH:25]=[C:24]2[C:20]([CH:21]=[C:22]([C:2]3[CH:7]=[N:6][CH:5]=[C:4]([CH2:8][N:9]4[CH2:14][CH2:13][N:12]([CH3:15])[CH2:11][CH2:10]4)[CH:3]=3)[NH:23]2)=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 441191511-Boc-6-chloroindole-2-boronic acidHCID 582157031-((5-Bromopyridin-3-yl)methyl)-4-methylpiperazine

Product 1

HCID 582158136-chloro-2-[5-(4-methyl-piperazin-1-ylmethyl)-pyridin-3-yl]-1H-indole

Procedure

1-(5-Bromo-pyridin-3-ylmethyl)-4-methyl-piperazine and 6-chloro-1-Boc-indole-2-boronic acid are processed according to the method described in Example 91 to give 6-chloro-2-[5-(4-methyl-piperazin-1-ylmethyl)-pyridin-3-yl]-1H-indole. (ESI) m/z 341.1 (M+H)+.

Sources & evidence

ORD record
ord-38f4de48a1314ca6a99a4f9a06c7efbc
Source dataset
uspto-grants-2016_01
Patent number
US09242963B2

Reaction notes

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