5-bromo-3-[1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-1H-pyrrolo[2,3-b]pyridine → HCID 67004033, compound

HRID 2095740Notes

Reaction equation

HRID 2095740 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:10]([CH:11]([C:13]3[C:18]([Cl:19])=[CH:17][CH:16]=[C:15]([F:20])[C:14]=3[O:21]C)[CH3:12])=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1.[C:23]([O:27][C:28](N1C2=NC=C(Br)C=C2C(C(C2C(O)=CC=C(F)C=2Cl)C)=C1)=[O:29])([CH3:26])([CH3:25])[CH3:24].BrC1C=C2C(C(C3C(OC)=CC=C(F)C=3Cl)C)=CNC2=NC=1>>[C:23]([O:27][C:28]([N:8]1[C:5]2=[N:6][CH:7]=[C:2]([Br:1])[CH:3]=[C:4]2[C:10]([CH:11]([C:13]2[C:18]([Cl:19])=[CH:17][CH:16]=[C:15]([F:20])[C:14]=2[OH:21])[CH3:12])=[CH:9]1)=[O:29])([CH3:26])([CH3:25])[CH3:24]

Participants

4

Reactant 3

HCID 670045715-bromo-3-[1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-1H-pyrrolo[2,3-b]pyridineHCID 670048205-bromo-3-[1-(6-chloro-3-fluoro-2-methoxyphenyl)ethyl]-1H-pyrrolo[2,3-b]pyridineHCID 67004899HCID 67004899, compound

Product 1

HCID 67004033HCID 67004033, compound

Procedure

The title compound was prepared from 5-bromo-3-[1-(6-chloro-3-fluoro-2-methoxyphenyl)ethyl]-1H-pyrrolo[2,3-b]pyridine following the procedures described for the preparation of 5-Bromo-3-[1-(2-chloro-3-fluoro-6-hydroxyphenyl)ethyl]pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester from 5-bromo-3-[1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-1H-pyrrolo[2,3-b]pyridine. 1H NMR (CDCl3, 300 MHz): δ=8.42 (d, J=2.1 Hz, 1H), 7.62-7.59 (m, 2H), 6.97-6.93 (m, 2H), 5.37 (d, J=5.1 Hz, 1H), 4.87 (q, J=7.2 Hz, 1H), 1.79 (d, J=7.2 Hz, 3H), 1.68 (s, 9H).

Sources & evidence

ORD record
ord-6ebf1e83a8404a3090998c8d632af061
Source dataset
uspto-grants-2013_05
Patent number
US08445510B2

Reaction notes

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