HCID 86706947, compound → HCID 86706948, compound

HRID 1750266Notes

Reaction equation

HRID 1750266 reaction equation
[CH3:1][C:2]1[N:16]([CH2:17][O:18]CC[Si](C)(C)C)[C:5]2[N:6]=[CH:7][N:8]=[C:9]([N:10]3[CH2:15][CH2:14][O:13][CH2:12][CH2:11]3)[C:4]=2[C:3]=1[C:25]1[CH:26]=[C:27]([CH:30]=[CH:31][CH:32]=1)[C:28]#[N:29]>FC(F)(F)C(O)=O>[OH:18][CH2:17][N:16]1[C:5]2[N:6]=[CH:7][N:8]=[C:9]([N:10]3[CH2:15][CH2:14][O:13][CH2:12][CH2:11]3)[C:4]=2[C:3]([C:25]2[CH:26]=[C:27]([CH:30]=[CH:31][CH:32]=2)[C:28]#[N:29])=[C:2]1[CH3:1]

Participants

3

Reactant 1

HCID 86706947HCID 86706947, compound

Product 1

HCID 86706948HCID 86706948, compoundYield 128.7%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 3-[6-methyl-4-(morpholin-4-yl)-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-5-yl]benzonitrile (C8) (125 mg, 0.278 mmol) in trifluoroacetic acid (10 mL) was stirred at room temperature for 2 hours, then concentrated in vacuo to provide the product as a yellow solid (125 mg). This was used in the next step without additional purification. LCMS m/z 349.9 [M+H+].

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-cb86599726d546838bd3b22f869ad225
Source dataset
uspto-grants-2015_10
Patent number
US09156845B2

Reaction notes

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