HCID 86706951, compound → 3-[4-chloro-7-(hydroxymethyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]benzonitrile

HRID 1750272Notes

Reaction equation

HRID 1750272 reaction equation
[Cl:1][C:2]1[C:3]2[C:10]([C:11]3[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=3)[C:14]#[N:15])=[CH:9][N:8]([CH2:19][O:20]CC[Si](C)(C)C)[C:4]=2[N:5]=[CH:6][N:7]=1>FC(F)(F)C(O)=O>[Cl:1][C:2]1[C:3]2[C:10]([C:11]3[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=3)[C:14]#[N:15])=[CH:9][N:8]([CH2:19][OH:20])[C:4]=2[N:5]=[CH:6][N:7]=1

Participants

3

Reactant 1

HCID 86706951HCID 86706951, compound

Product 1

HCID 867069523-[4-chloro-7-(hydroxymethyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]benzonitrile

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 3-(4-chloro-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-5-yl)benzonitrile (C12) (3.8 g, 9.9 mmol) in trifluoroacetic acid (25 mL) was stirred at room temperature for 2 hours. The reaction mixture was concentrated in vacuo to afford the product (4 g, >100% mass recovery) as a yellow oil, which was used in the next step without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customto afford the product (4 g, >100% mass recovery) as a yellow oil, which
  3. customwas used in the next step without further purification

Sources & evidence

ORD record
ord-e04b0889e5844e1aada71a042f4f1e7a
Source dataset
uspto-grants-2015_10
Patent number
US09156845B2

Reaction notes

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