HCID 58931351, compound → HCID 58931128, compound

HRID 1010401Notes

Reaction equation

HRID 1010401 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][O:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]3[N:45](COCC[Si](C)(C)C)[C:25]4[N:26]=[CH:27][N:28]=[C:29]([O:30][C:31]5[CH:36]=[CH:35][C:34]([NH:37][C:38]([NH:40][CH:41]6[CH2:43][CH2:42]6)=[O:39])=[C:33]([Cl:44])[CH:32]=5)[C:24]=4[CH:23]=3)=[CH:18][CH:17]=2)[CH2:10][CH2:9]1)=O)(C)(C)C>FC(F)(F)C(O)=O>[Cl:44][C:33]1[CH:32]=[C:31]([O:30][C:29]2[C:24]3[CH:23]=[C:22]([C:19]4[CH:20]=[CH:21][C:16]([O:15][CH2:14][CH:11]5[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]5)=[CH:17][CH:18]=4)[NH:45][C:25]=3[N:26]=[CH:27][N:28]=2)[CH:36]=[CH:35][C:34]=1[NH:37][C:38]([NH:40][CH:41]1[CH2:42][CH2:43]1)=[O:39]

Participants

3

Reactant 1

HCID 58931351HCID 58931351, compound

Product 1

HCID 58931128HCID 58931128, compoundYield 96.8%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

After dissolving 37 mg of 4-(4-(4-(3-chloro-4-(3-cyclopropylureido)phenoxy)-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)phenoxymethyl)piperidine-1-carboxylic acid tert-butyl ester in 1 ml of trifluoroacetic acid, the mixture was stirred at room temperature for 2 hours. The reaction system was concentrated under reduced pressure, saturated sodium bicarbonate water was added to alkalinity and liquid separation and extraction were performed with ethyl acetate. The organic layer was dried over sodium sulfate and concentrated to dryness to obtain the 25 mg of the title compound.

Workup

  1. concentrationThe reaction system was concentrated under reduced pressure, saturated sodium bicarbonate water
  2. additionwas added to alkalinity and liquid separation and extraction
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-b57756f044b641a2a3f31e76b4922796
Source dataset
uspto-grants-2011_07
Patent number
US07973160B2

Reaction notes

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