L-Alaninol → HCID 57974178, compound

HRID 1864063Notes

Reaction equation

HRID 1864063 reaction equation
[Cl:1][C:2]1[C:3]([NH:22][C:23]2[CH:33]=[CH:32][CH:31]=[CH:30][C:24]=2[C:25](OCC)=[O:26])=[N:4][C:5]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([N:15]3[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]3)[CH:10]=2)=[N:6][CH:7]=1.[NH2:34][C@@H:35]([CH3:38])[CH2:36][OH:37]>>[Cl:1][C:2]1[C:3]([NH:22][C:23]2[CH:33]=[CH:32][CH:31]=[CH:30][C:24]=2[C:25]([NH:34][C@@H:35]([CH3:38])[CH2:36][OH:37])=[O:26])=[N:4][C:5]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([N:15]3[CH2:16][CH2:17][N:18]([CH3:21])[CH2:19][CH2:20]3)[CH:10]=2)=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 80307L-AlaninolHCID 57974150HCID 57974150, compound

Product 1

HCID 57974178HCID 57974178, compoundYield 52%

Conditions

Temperature
95 °C

Procedure

Ethyl 2-[(5-chloro-2-{[3-(4-methyl-1-piperazinyl)phenyl]amino}-4-pyrimidinyl)amino]benzoate (150 mg, 0.32 mmol) and (2S)-2-amino-1-propanol (0.5 mL) were combined in a vessel, which was sealed and heated with stirring at 95° C. for 18 h. The reaction was cooled to room temperature and the solid was filtered off and washed with ethanol/water (1:1 ratio) and ethyl ether to afford the product (82 mg, 52% yield) as a white solid. MS: M(C25H30ClN7O2)=496.01, (M+H)+=496.2 and 498.2.

Workup

  1. customwhich was sealed
  2. temperatureheated
  3. temperatureThe reaction was cooled to room temperature
  4. filtrationthe solid was filtered off
  5. washwashed with ethanol/water (1:1 ratio) and ethyl ether

Sources & evidence

ORD record
ord-fbf07076e2284b69b53a186722b7fdce
Source dataset
uspto-grants-2009_12
Patent number
US07625903B2

Reaction notes

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