Ethanolamine → HCID 53259310, compound

HRID 876168Notes

Reaction equation

HRID 876168 reaction equation
Cl.Cl[C:3]1[N:8]=[CH:7][N:6]=[C:5]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([N+:16]([O-:18])=[O:17])[CH:11]=2)[CH:4]=1.[CH2:19]([NH2:22])[CH2:20][OH:21].CCN(C(C)C)C(C)C>CCCCO>[N+:16]([C:12]1[CH:11]=[C:10]([NH:9][C:5]2[N:6]=[CH:7][N:8]=[C:3]([NH:22][CH2:19][CH2:20][OH:21])[CH:4]=2)[CH:15]=[CH:14][CH:13]=1)([O-:18])=[O:17]

Participants

5

Reactant 3

HCID 700EthanolamineHCID 81531DiisopropylethylamineHCID 86673659HCID 86673659, compound

Product 1

HCID 53259310HCID 53259310, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
200 °C

Procedure

73 mg of 6-chloro-N-(3-nitrophenyl)pyrimidin-4-amine hydrochloride, 23 mg 2-ethanolamine and 81 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. 2-(6-(3-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-17d608bfd76b443596a91fc3d8c24353
Source dataset
uspto-grants-2015_03
Patent number
US08986994B2

Reaction notes

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