HCID 58931351, compound → HCID 58931128, compound

HRID 388014Notes

Reaction equation

HRID 388014 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 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 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-0bd477f906be4806879b76c8fdfb06bc
Source dataset
uspto-grants-2013_02
Patent number
US08372981B2

Reaction notes

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