HCID 86706949, compound → 6-[7-(hydroxymethyl)-4-(morpholin-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]pyridine-2-carbonitrile

HRID 1750269Notes

Reaction equation

HRID 1750269 reaction equation
[N:1]1([C:7]2[C:8]3[C:15]([C:16]4[N:21]=[C:20]([C:22]#[N:23])[CH:19]=[CH:18][CH:17]=4)=[CH:14][N:13]([CH2:24][O:25]CC[Si](C)(C)C)[C:9]=3[N:10]=[CH:11][N:12]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1>FC(F)(F)C(O)=O>[OH:25][CH2:24][N:13]1[C:9]2[N:10]=[CH:11][N:12]=[C:7]([N:1]3[CH2:6][CH2:5][O:4][CH2:3][CH2:2]3)[C:8]=2[C:15]([C:16]2[N:21]=[C:20]([C:22]#[N:23])[CH:19]=[CH:18][CH:17]=2)=[CH:14]1

Participants

3

Reactant 1

HCID 86706949HCID 86706949, compound

Product 1

HCID 867069506-[7-(hydroxymethyl)-4-(morpholin-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]pyridine-2-carbonitrile

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 6-[4-(morpholin-4-yl)-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-5-yl]pyridine-2-carbonitrile (C10) (110 mg, 0.252 mmol) in trifluoroacetic acid (3 mL) was stirred at room temperature for 2 hours. The reaction mixture was concentrated in vacuo to provide the product as a yellow oil, which was used for the next step without additional purification.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-d4e24c6017904abf9fd2e562b6aa1d1f
Source dataset
uspto-grants-2015_10
Patent number
US09156845B2

Reaction notes

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