Hydrochloric Acid → HCID 86732464, compound

HRID 1776437Notes

Reaction equation

HRID 1776437 reaction equation
[Si]([O:8][CH2:9][CH2:10][O:11][C:12]1[C:13]([NH:35][C:36]2[CH:41]=[CH:40][N:39]=[CH:38][C:37]=2[C:42]([OH:44])=[O:43])=[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[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[F:34])[N:19]=2)=[N:16][CH:17]=1)(C(C)(C)C)(C)C.[ClH:45]>O1CCOCC1>[ClH:45].[F:34][C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=1[CH2:27][N:20]1[C:21]2[C:26](=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:18]([C:15]2[N:14]=[C:13]([NH:35][C:36]3[CH:41]=[CH:40][N:39]=[CH:38][C:37]=3[C:42]([OH:44])=[O:43])[C:12]([O:11][CH2:10][CH2:9][OH:8])=[CH:17][N:16]=2)=[N:19]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86732466HCID 86732466, compound

Product 1

HCID 86732464HCID 86732464, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

183 mg of 4-({5-(2-{[tert-butyl(dimethyl)silyl]oxy}ethoxy)-2-[1-(2-fluorobenzyl)-1H-indazol-3-yl]pyrimidin-4-yl}amino)pyridine-3-carboxylic acid (derived from 30-3 as SM via step 1 of the procedure described in 13-1 and subsequent ester hydrolysis) 0.297 mmol, 1. eq.) were dissolved in 10 ml of 4 M hydrogen chloride solution in dioxane and stirred at room temperature for 24 hours. The precipitate was filtered off, washed with dichloromethane and the filter cake was dried under vacuo to yield 157 mg (0.26 mmol, 88.4%) of the analytically pure target compound.

Workup

  1. filtrationThe precipitate was filtered off
  2. washwashed with dichloromethane
  3. customthe filter cake was dried under vacuo
  4. customto yield 157 mg (0.26 mmol, 88.4%) of the analytically pure target compound

Sources & evidence

ORD record
ord-48a6f77292b44d278cdfcc5a5b319a41
Source dataset
uspto-grants-2016_02
Patent number
US09265763B2

Reaction notes

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