7H-Pyrrolo(2,3-d)pyrimidine → {6-[(6-Methoxy-pyridin-3-ylmethyl)-amino]-pyridin-3-yl}-(7H-pyrrolo[2,3-d]pyrimidin-5-yl)-methanone

HRID 1403283Notes

Reaction equation

HRID 1403283 reaction equation
[N:1]1[C:6]2[NH:7][CH:8]=[CH:9][C:5]=2[CH:4]=[N:3][CH:2]=1.C(OC(=O)[N:16]([C:26]1[CH:31]=[CH:30][C:29]([CH:32]=[O:33])=[CH:28][N:27]=1)[CH2:17][C:18]1[CH:19]=[N:20][C:21]([O:24][CH3:25])=[CH:22][CH:23]=1)(C)(C)C>>[CH3:25][O:24][C:21]1[N:20]=[CH:19][C:18]([CH2:17][NH:16][C:26]2[N:27]=[CH:28][C:29]([C:32]([C:9]3[C:5]4[CH:4]=[N:3][CH:2]=[N:1][C:6]=4[NH:7][CH:8]=3)=[O:33])=[CH:30][CH:31]=2)=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 2615917H-Pyrrolo(2,3-d)pyrimidineHCID 57619225(5-Formyl-pyridin-2-yl)-(6-methoxy-pyridin-3-ylmethyl)-carbamic acid tert-butyl ester

Product 1

HCID 57963230{6-[(6-Methoxy-pyridin-3-ylmethyl)-amino]-pyridin-3-yl}-(7H-pyrrolo[2,3-d]pyrimidin-5-yl)-methanone

Procedure

{6-[(6-Methoxy-pyridin-3-ylmethyl)-amino]-pyridin-3-yl}-(7H-pyrrolo[2,3-d]pyrimidin-5-yl)-methanone P-0008 was prepared in three steps from 7H-pyrrolo[2,3-d]pyrimidine 6 and (5-formyl-pyridin-2-yl)-(6-methoxy-pyridin-3-ylmethyl)-carbamic acid tert-butyl ester 71 as shown in Scheme 13.

Sources & evidence

ORD record
ord-9a1afcf02b07469ab7c506eb7219f1eb
Source dataset
uspto-grants-2014_12
Patent number
US08912204B2

Reaction notes

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