Hydrochloric Acid → HCID 24797389, compound

HRID 2068305Notes

Reaction equation

HRID 2068305 reaction equation
C([Si](C)(C)[O:6][CH:7]1[CH2:12][CH2:11][CH:10]([N:13]2[C:17]3[CH:18]=[CH:19][C:20]([C:22](C)(C)[O:23][SiH2]C(C)(C)C)=[CH:21][C:16]=3[N:15]=[C:14]2[NH:31][C:32]2[C:40]3[C:35](=[CH:36][CH:37]=[C:38]([C:41]4[CH:42]=[N:43][CH:44]=[CH:45][C:46]=4[O:47][CH3:48])[CH:39]=3)[N:34](COCC[Si](C)(C)C)[N:33]=2)[CH2:9][CH2:8]1)(C)(C)C.Cl>C(O)C>[OH:23][CH2:22][C:20]1[CH:19]=[CH:18][C:17]2[N:13]([CH:10]3[CH2:11][CH2:12][CH:7]([OH:6])[CH2:8][CH2:9]3)[C:14]([NH:31][C:32]3[C:40]4[C:35](=[CH:36][CH:37]=[C:38]([C:41]5[CH:42]=[N:43][CH:44]=[CH:45][C:46]=5[O:47][CH3:48])[CH:39]=4)[NH:34][N:33]=3)=[N:15][C:16]=2[CH:21]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178493107HCID 178493107, compound

Product 1

HCID 24797389HCID 24797389, compoundYield 18%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

(1-(4-(tert-Butyl-dimethyl-silanyloxy)-cyclohexyl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-1H-benzoimidazol-2-yl)-(5-(4-methoxy-pyridin-3-yl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indazol-3-yl)-amine (165 mg, 0.000196 mol) was dissolved in ethanol (6.0 mL). To this solution was added 12 M HCl (2.0 mL) and the reaction was stirred at 100° C. for 1.5 hours. The reaction was evaporated to dryness and the residue was purified by preparative HPLC to yield 17.1 mg of the title compound as the TFA salt.

Workup

  1. customThe reaction was evaporated to dryness
  2. customthe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-feba06f964174542a0ece762ef990e89
Source dataset
uspto-grants-2012_10
Patent number
US08293923B2

Reaction notes

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