Prolinol → HCID 61410799, compound

HRID 1755341Notes

Reaction equation

HRID 1755341 reaction equation
F[C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][CH:3]=1.[NH:9]1[CH2:13][CH2:12][CH2:11][CH:10]1[CH2:14][OH:15]>O>[NH2:8][C:6]1[N:7]=[CH:2][C:3]([N:9]2[CH2:13][CH2:12][CH2:11][CH:10]2[CH2:14][OH:15])=[CH:4][CH:5]=1

Participants

4

Reactant 2

HCID 90908ProlinolHCID 27613996-Fluoropyridin-2-amine

Product 1

HCID 61410799HCID 61410799, compoundYield 91.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
205 °C

Procedure

A mixture of 6-fluoropyridin-2-amine (0.5 g, 4.46 mmol) and pyrrolidin-2-ylmethanol (0.678 g, 6.7 mmol) in water (0.3 mL) was heated to 205° C. for 0.5 h in a sealed tube in a microwave oven then concentrated in vacuo. The residue was purified by chromatography (silica gel, 10 g, 200˜300 mesh, ethyl acetate:petroleum ether=1:3) to afford (1-(6-aminopyridin-3-yl)pyrrolidin-2-yl)methanol (0.785 g, 91%) as a yellow oil. LC-MS: [M+1]+=194, tR=0.968 min.

Workup

  1. concentrationthen concentrated in vacuo
  2. customThe residue was purified by chromatography (silica gel, 10 g, 200˜300 mesh, ethyl acetate:petroleum ether=1:3)

Sources & evidence

ORD record
ord-2d0b4d4b7ff846fb9af4da227cf203cd
Source dataset
uspto-grants-2015_10
Patent number
US09169259B2

Reaction notes

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