Hydrochloric Acid → HCID 89487393, compound

HRID 1776416Notes

Reaction equation

HRID 1776416 reaction equation
[Si]([O:8][CH2:9][CH2:10][O:11][C:12]1[C:13]([NH:39][C:40]2[CH:45]=[CH:44][N:43]=[CH:42][CH:41]=2)=[N:14][C:15]([C:18]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[N:20]([CH2:27][C:28]3[C:33]([F:34])=[CH:32][C:31]([O:35][CH2:36][CH3:37])=[CH:30][C:29]=3[F:38])[N:19]=2)=[N:16][CH:17]=1)(C(C)(C)C)(C)C.Cl.C(=O)([O-])O.[Na+]>O1CCOCC1>[CH2:36]([O:35][C:31]1[CH:30]=[C:29]([F:38])[C:28]([CH2:27][N:20]2[C:21]3[C:26](=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:18]([C:15]3[N:14]=[C:13]([NH:39][C:40]4[CH:41]=[CH:42][N:43]=[CH:44][CH:45]=4)[C:12]([O:11][CH2:10][CH2:9][OH:8])=[CH:17][N:16]=3)=[N:19]2)=[C:33]([F:34])[CH:32]=1)[CH3:37]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 90373703HCID 90373703, compound

Product 1

HCID 89487393HCID 89487393, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

224 mg of 5-(2-{[tert-butyl(dimethyl)silyl]oxy}ethoxy)-2-[1-(4-ethoxy-2,6-difluorobenzyl)-1H-indazol-3-yl]-N-(pyridin-4-yl)pyrimidin-4-amine (0.337 mmol, 1. eq.) were dissolved in 3 ml of dry dioxane under nitrogen atmosphere. 442 μl of 4 M hydrogen chloride solution in dioxane were added and gave immediately a suspension. This suspension was stirred for 30 minutes. Then 10 ml of a aq. saturated sodium hydrogen carbonate solution were added. The suspension was filtered off and washed with water to yield 210 mg (0.34 mmol, 97.0%) of the analytically pure target compound.

Workup

  1. customgave immediately a suspension
  2. filtrationThe suspension was filtered off
  3. washwashed with water
  4. customto yield 210 mg (0.34 mmol, 97.0%) of the analytically pure target compound

Sources & evidence

ORD record
ord-ca5c62a979314572b7db2c269aff33bd
Source dataset
uspto-grants-2016_02
Patent number
US09265763B2

Reaction notes

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