1H-Indazole → 1-(4-Butoxy-phenyl)-3-{3-[5-(4-fluoro-phenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl]-phenyl}-urea

HRID 1964931Notes

Reaction equation

HRID 1964931 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]3[CH:16]=[CH:15][NH:14][C:11]3=[N:12][CH:13]=2)=[CH:4][CH:3]=1.[NH:17]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)C=N1.[CH2:26]([O:30][C:31]1[CH:36]=[CH:35][C:34]([N:37]=[C:38]=[O:39])=[CH:33][CH:32]=1)[CH2:27][CH2:28][CH3:29].[N-]=[C:41]=[O:42]>>[CH2:26]([O:30][C:31]1[CH:36]=[CH:35][C:34]([NH:37][C:38]([NH:17][C:25]2[CH:20]=[CH:21][CH:22]=[C:23]([C:41]([C:16]3[C:10]4[C:11](=[N:12][CH:13]=[C:8]([C:5]5[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=5)[CH:9]=4)[NH:14][CH:15]=3)=[O:42])[CH:24]=2)=[O:39])=[CH:33][CH:32]=1)[CH2:27][CH2:28][CH3:29]

Participants

5

Reactant 4

HCID 92211H-IndazoleHCID 105034IsocyanateHCID 27696291-Butoxy-4-isocyanatobenzeneHCID 101490965-(4-fluorophenyl)-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 580867091-(4-Butoxy-phenyl)-3-{3-[5-(4-fluoro-phenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl]-phenyl}-urea

Procedure

Additional compounds were prepared following the protocol of Scheme 66, optionally substituting 5-(4-fluoro-phenyl)-1H-pyrrolo[2,3-b]pyridine 605 with a suitable azaindole in Step 1 and/or optionally substituting 1-butoxy-4-isocyanato-benzene 608 with a suitable isocyanate in Step 3. Azaindoles were purchased or prepared as described in Examples 9 or 17, The following compounds were prepared by this procedure:

Workup

  1. customAdditional compounds were prepared
  2. customprepared
  3. customThe following compounds were prepared by this procedure

Sources & evidence

ORD record
ord-761aff48efae468ab34ab0585c459084
Source dataset
uspto-grants-2013_04
Patent number
US08415469B2

Reaction notes

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