2-Bromoethyl methyl ether → 1-(2-Methoxyethyl)-3-(4-piperidinyl)-1H-pyrrolo[2,3-b]pyridine

HRID 1437180Notes

Reaction equation

HRID 1437180 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[C:22]3[C:17](=[N:18][CH:19]=[CH:20][CH:21]=3)[NH:16][CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Br[CH2:24][CH2:25][O:26][CH3:27]>>[CH3:27][O:26][CH2:25][CH2:24][N:16]1[C:17]2=[N:18][CH:19]=[CH:20][CH:21]=[C:22]2[C:14]([CH:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)=[CH:15]1

Participants

3

Reactant 2

HCID 809722-Bromoethyl methyl etherHCID 49758876tert-butyl 4-(1H-pyrrolo[2,3-b]pyridin-3-yl)piperidine-1-carboxylate

Product 1

HCID 179729681-(2-Methoxyethyl)-3-(4-piperidinyl)-1H-pyrrolo[2,3-b]pyridine

Procedure

This compound was prepared following the procedure described in example 7, parts E and F, starting with 0.2 g (0.66 mmol) of 4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-piperidine-1-carboxylic acid tert-butyl ester and 0.081 ml (0.864 mmol) of 1-bromo-2-methoxyethane. After standard work-up, 0.15 g (100% of yield) of the expected product were isolated.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-fac1dca7de824cb9baf9a8673892da43
Source dataset
uspto-grants-2009_11
Patent number
US07622480B2

Reaction notes

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