HCID 86654792, compound → HCID 24798636, compound

HRID 2068291Notes

Reaction equation

HRID 2068291 reaction equation
[Si]([O:8][CH:9]1[CH2:14][CH2:13][CH:12]([N:15]2[C:19]3[CH:20]=[CH:21][C:22]([CH2:24][N:25]4[CH2:30][CH2:29][N:28]([CH2:31][CH2:32][C:33]5[CH:38]=[CH:37][N:36]=[CH:35][CH:34]=5)[CH2:27][CH2:26]4)=[CH:23][C:18]=3[N:17]=[C:16]2[NH:39][C:40]2[C:48]3[C:43](=[CH:44][CH:45]=[C:46]([C:49]4[CH:50]=[N:51][CH:52]=[CH:53][C:54]=4[O:55][CH3:56])[CH:47]=3)[N:42](COCC[Si](C)(C)C)[N:41]=2)[CH2:11][CH2:10]1)(C(C)(C)C)(C)C>Cl>[CH3:56][O:55][C:54]1[CH:53]=[CH:52][N:51]=[CH:50][C:49]=1[C:46]1[CH:47]=[C:48]2[C:43](=[CH:44][CH:45]=1)[NH:42][N:41]=[C:40]2[NH:39][C:16]1[N:15]([CH:12]2[CH2:13][CH2:14][CH:9]([OH:8])[CH2:10][CH2:11]2)[C:19]2[CH:20]=[CH:21][C:22]([CH2:24][N:25]3[CH2:26][CH2:27][N:28]([CH2:31][CH2:32][C:33]4[CH:34]=[CH:35][N:36]=[CH:37][CH:38]=4)[CH2:29][CH2:30]3)=[CH:23][C:18]=2[N:17]=1

Participants

3

Reactant 1

HCID 86654792HCID 86654792, compound

Product 1

HCID 24798636HCID 24798636, compoundYield 37.1%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

In a 20 mL vial was added N-(1-(4-(tert-butyldimethylsilyloxy)cyclohexyl)-5-((4-(2-(pyridin-4-yl)ethyl)piperazin-1-yl)methyl)-1H-benzo[d]imidazol-2-yl)-5-(4-methoxypyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazol-3-amine (31 mg, 0.000034 mol) ethanol (1.20 mL) and 0.01M hydrogen chloride (300 uL). The reaction mixture was brought to reflux and maintained at reflux for 1 hour. The reaction mixture was concentrated to a brownish residue and purified by HPLC yielding 8.3 mg of the title compound as the bis TFA salt as a white solid.

Workup

  1. temperatureto reflux
  2. temperaturemaintained
  3. temperatureat reflux for 1 hour
  4. concentrationThe reaction mixture was concentrated to a brownish residue
  5. custompurified by HPLC

Sources & evidence

ORD record
ord-221f497e35d74f2a83e0efdccfe942c4
Source dataset
uspto-grants-2012_10
Patent number
US08293923B2

Reaction notes

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