5-bromo-1H-pyrrolo[2,3-b]pyridine → [5-(5-Bromo-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-yl]-(6-methoxy-pyridin-3-ylmethyl)-amine

HRID 510001Notes

Reaction equation

HRID 510001 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[CH:10]=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1.C(OC(=O)[N:17]([C:27]1[CH:32]=[CH:31][C:30]([CH:33]=O)=[CH:29][N:28]=1)[CH2:18][C:19]1[CH:20]=[N:21][C:22]([O:25][CH3:26])=[CH:23][CH:24]=1)(C)(C)C>>[Br:1][C:2]1[CH:3]=[C:4]2[C:10]([CH2:33][C:30]3[CH:31]=[CH:32][C:27]([NH:17][CH2:18][C:19]4[CH:20]=[N:21][C:22]([O:25][CH3:26])=[CH:23][CH:24]=4)=[N:28][CH:29]=3)=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 103079325-bromo-1H-pyrrolo[2,3-b]pyridineHCID 57619225(5-Formyl-pyridin-2-yl)-(6-methoxy-pyridin-3-ylmethyl)-carbamic acid tert-butyl ester

Product 1

HCID 67200583[5-(5-Bromo-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-yl]-(6-methoxy-pyridin-3-ylmethyl)-amine

Procedure

[5-(5-Bromo-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-yl]-(6-methoxy-pyridin-3-ylmethyl)-amine P-2017 was prepared in two steps from 5-bromo-1H-pyrrolo[2,3-b]pyridine 152 and (5-formyl-pyridin-2-yl)-(6-methoxy-pyridin-3-ylmethyl)-carbamic acid tert-butyl ester 153 as shown in Scheme 21.

Sources & evidence

ORD record
ord-694e0843b8964be88430ebbdad797393
Source dataset
uspto-grants-2015_08
Patent number
US09096593B2

Reaction notes

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