Hydrochloric Acid → HCID 21906700, compound

HRID 1247616Notes

Reaction equation

HRID 1247616 reaction equation
[C:1]12([CH2:11][NH:12][C:13](=[O:48])[C:14]3[CH:19]=[CH:18][N:17]=[C:16]([NH:20][CH2:21][CH2:22][CH2:23][N:24]([CH2:36][CH2:37][CH2:38][O:39][Si](C(C)(C)C)(C)C)[CH2:25][CH2:26][CH2:27][O:28][Si](C(C)(C)C)(C)C)[C:15]=3[Cl:47])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[ClH:49]>CO.O1CCOCC1>[ClH:47].[ClH:49].[C:1]12([CH2:11][NH:12][C:13](=[O:48])[C:14]3[CH:19]=[CH:18][N:17]=[C:16]([NH:20][CH2:21][CH2:22][CH2:23][N:24]([CH2:25][CH2:26][CH2:27][OH:28])[CH2:36][CH2:37][CH2:38][OH:39])[C:15]=3[Cl:47])[CH2:10][CH:5]3[CH2:4][CH:3]([CH2:9][CH:7]([CH2:6]3)[CH2:8]1)[CH2:2]2

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 17982101HCID 17982101, compound

Product 1

HCID 21906700HCID 21906700, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

N-(1-adamantylmethyl)-2-({3-[bis(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)amino]-propyl}amino)3-chloroisonicotinamide (Example 36(iii)) in methanol (5 ml) was treated with HCl in 1,4-dioxane (3 ml). The mixture was stirred at room temperature for 3 hrs. The solvent was evaporated. The product was purified by reverse phase HPLC, using NH3/H2O/CH3CN as eluant. The resulting oil in methanol was treated with ethereal HCl and the solvent was evaporated to yield the title compound as a white solid (0.14 g).

Workup

  1. customThe solvent was evaporated
  2. customThe product was purified by reverse phase HPLC
  3. additionThe resulting oil in methanol was treated with ethereal HCl
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-bafd7187da5d47e48f94c8ab8e6999fb
Source dataset
uspto-grants-2006_10
Patent number
US07129246B2

Reaction notes

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