Benzylamine → benzyl-[5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-yl]-amine

HRID 1024153Notes

Reaction equation

HRID 1024153 reaction equation
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:10]1[N:15]=[CH:14][C:13]([CH2:16][C:17]2[C:25]3[C:20](=[N:21][CH:22]=[CH:23][CH:24]=3)[N:19]([Si](C(C)C)(C(C)C)C(C)C)[CH:18]=2)=[CH:12][CH:11]=1.BrC1N=CC(CC2C3C(=NC=CC=3)N([Si](C(C)C)(C(C)C)C(C)C)C=2)=CC=1>>[CH2:1]([NH:8][C:10]1[CH:11]=[CH:12][C:13]([CH2:16][C:17]2[C:25]3[C:20](=[N:21][CH:22]=[CH:23][CH:24]=3)[NH:19][CH:18]=2)=[CH:14][N:15]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 7504BenzylamineHCID 575880773-(6-Chloro-pyridin-3-ylmethyl)-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridineHCID 584421163-(6-Bromo-pyridin-3-ylmethyl)-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 11551410benzyl-[5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-yl]-amine

Procedure

The following table indicates the amine used in Step 1 in place of benzyl amine in Column 3, and whether 3-(6-Chloro-pyridin-3-ylmethyl)-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine or 3-(6-Bromo-pyridin-3-ylmethyl)-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine was used in Step 1 in Column 2 (Cl or Br, respectively), with the compound structure in Column 4, experimental mass spectrometry result in Column 5, and compound number in Column 1.

Workup

  1. customrespectively), with the compound structure in Column 4, experimental mass spectrometry result in Column 5, and compound number in Column 1

Sources & evidence

ORD record
ord-1f4eb0f155cf4c14a9f81e0d0f7f2f11
Source dataset
uspto-grants-2014_05
Patent number
US08722702B2

Reaction notes

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