Hydrochloric Acid → HCID 136641626, compound

HRID 2278588Notes

Reaction equation

HRID 2278588 reaction equation
Cl.[F:2][C:3]([C:17]1[N:22]=[C:21]([O:23]C)[CH:20]=[C:19]([N:25]2[CH2:30][CH2:29][O:28][CH2:27][CH2:26]2)[N:18]=1)([CH3:16])[C:4]([N:6]1[C:14]2[C:9](=[C:10]([F:15])[CH:11]=[CH:12][CH:13]=2)[CH2:8][CH2:7]1)=[O:5]>>[F:2][C:3]([C:17]1[NH:22][C:21](=[O:23])[CH:20]=[C:19]([N:25]2[CH2:30][CH2:29][O:28][CH2:27][CH2:26]2)[N:18]=1)([CH3:16])[C:4]([N:6]1[C:14]2[C:9](=[C:10]([F:15])[CH:11]=[CH:12][CH:13]=2)[CH2:8][CH2:7]1)=[O:5]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 68281869HCID 68281869, compound

Product 1

HCID 136641626HCID 136641626, compoundYield 71.9%

Procedure

17 ml of hydrochloric acid (4M in dioxane) are added to 340 mg of 2-fluoro-1-(4-fluoro-2,3-dihydro-1H-indol-1-yl)-2-[4-methoxy-6-(morpholin-4-yl)pyrimidin-2-yl]propan-1-one, obtained according to the previous step. The reaction medium is stirred at reflux for 5 hours, allowed to return to ambient temperature, and then concentrated under reduced pressure. The residue obtained is purified on a silica column, eluent: 98/02 dichloromethane/methanol, so as to give 236 mg of racemic 2-[2-fluoro-1-(4-fluoro-2,3-dihydro-1H-indol-1-yl)-1-oxopropan-2-yl]-6-(morpholin-4-yl)pyrimidin-4(3H)-one in the form of a white solid which will be used as it is in the next step.

Workup

  1. customobtained
  2. temperatureat reflux for 5 hours
  3. customto return to ambient temperature
  4. concentrationconcentrated under reduced pressure
  5. customThe residue obtained
  6. customis purified on a silica column, eluent

Sources & evidence

ORD record
ord-f7bb0bcf611a415e8b0283b4f8a565bf
Source dataset
uspto-grants-2015_09
Patent number
US09133168B2

Reaction notes

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