Ethanolamine → HCID 53259308, compound

HRID 876171Notes

Reaction equation

HRID 876171 reaction equation
Cl.Cl[C:3]1[N:8]=[C:7]([NH:9][C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=2)[CH:6]=[CH:5][N:4]=1.[CH2:19]([NH2:22])[CH2:20][OH:21].CCN(C(C)C)C(C)C>CCCCO>[N+:16]([C:13]1[CH:14]=[CH:15][C:10]([NH:9][C:7]2[N:8]=[CH:3][N:4]=[C:5]([NH:22][CH2:19][CH2:20][OH:21])[CH:6]=2)=[CH:11][CH:12]=1)([O-:18])=[O:17]

Participants

5

Reactant 3

HCID 700EthanolamineHCID 81531DiisopropylethylamineHCID 86673663HCID 86673663, compound

Product 1

HCID 53259308HCID 53259308, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
200 °C

Procedure

74 mg of chloro-N-(4-nitrophenyl)pyrimidin-4-amine hydrochloride, 23 mg of 2-ethanolamine and 84 mg of DIPEA were dissolved in 1 mL of n-BuOH and charged into a microwave vial and the vial obtained was heated to 200° C. for 60 minutes under microwave irradiation. The reaction was monitored by TLC. The crude product was obtained by evaporating n-BuOH. Purification was carried out by column chromatography using EtOAc: MeOH=10:1. Pure 2-(6-(4-nitrophenylamino)pyrimidin-4-ylamino)ethan-1-ol in the form of a colorless solid was obtained.

Workup

  1. additioncharged into a microwave vial
  2. customthe vial obtained
  3. customThe crude product was obtained
  4. customby evaporating n-BuOH
  5. customPurification

Sources & evidence

ORD record
ord-ecf4a05709e040e38fa2f442dbf2774f
Source dataset
uspto-grants-2015_03
Patent number
US08986994B2

Reaction notes

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