1H-Pyrrolo(2,3-b)pyridine → 3-[3-(4-chloro-benzyloxy)-2-ethoxy-benzyl]1H-pyrrolo[2,3-b]pyridine

HRID 253405

Reaktionsgleichung

Reaktionsgleichung von HRID 253405
ICC(F)(F)F.ICCF.[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16]Br)=[C:14](F)[CH:13]=1.[NH:21]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][N:28]=2)[CH:23]=[CH:22]1.C[O:31][C:32]1[CH:33]=[C:34]2[C:38](=N[CH:40]=1)N[CH:36]=[CH:35]2.CC[CH:43]1N=C(CC2C=CC(OC)=CC=2)[O:45][CH2:44]1>>[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16][O:31][C:32]2[C:33]([O:45][CH2:44][CH3:43])=[C:34]([CH:35]=[CH:36][CH:40]=2)[CH2:38][C:23]2[C:24]3[C:29](=[N:28][CH:27]=[CH:26][CH:25]=3)[NH:21][CH:22]=2)=[CH:14][CH:13]=1

Komponenten

7

Edukt 6

HCID 92221H-Pyrrolo(2,3-b)pyridineHCID 677091,1,1-Trifluoro-2-iodoethaneHCID 69804Ethane, 1-fluoro-2-iodo-HCID 27365514-Chloro-2-fluorobenzyl bromideHCID 3041214Oxazole, 4,5-dihydro-4-ethyl-2-((4-methoxyphenyl)methyl)-, (+-)-HCID 103078715-methoxy-1H-pyrrolo[2,3-b]pyridine

Produkt 1

HCID 580877113-[3-(4-chloro-benzyloxy)-2-ethoxy-benzyl]1H-pyrrolo[2,3-b]pyridine

Versuchsvorschrift

were prepared following the protocol of Scheme 20, substituting iodoethane with iodomethane in Step 3 to provide P-1891, or substituting iodoethane with 2-iodo-1,1,1-trifluoroethane in Step 3 to provide P-2076, or substituting iodoethane with 2-iodo-1-fluoroethane in Step 3 to provide P-2118, or substituting 4-chlorobenzyl bromide 22 with 4-chloro-2-fluoro-benzyl bromide in Step 1 and 7-azaindole 6 with 5-methoxy-7-azaindole in Step 4 to provide P-2016. MS (ESI) [M+H+]+=393.4 (P-1891), 461.08 (P-2076), 455.2 (P-2016), and 425.17 (P-2118).

Aufarbeitung

  1. customto provide P-2076
  2. customto provide P-2118
  3. customto provide P-2016

Quellen und Nachweise

ORD-Eintrag
ord-21908bb60a934dd9b9317683fa3c0932
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07872018B2

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