Diisopropylethylamine → HCID 59379919, compound

HRID 2353684Notes

Reaction equation

HRID 2353684 reaction equation
[CH:1]1([NH:4][C:5]([NH:7][C:8]2[CH:13]=[CH:12][C:11]([C:14]3[N:19]=[C:18]([C:20]([OH:22])=O)[CH:17]=[C:16]([N:23]4[CH2:28][CH2:27][O:26][CH2:25][C@@H:24]4[CH3:29])[N:15]=3)=[CH:10][CH:9]=2)=[O:6])[CH2:3][CH2:2]1.[CH3:30][C@H:31]1[CH2:36][O:35][CH2:34][CH2:33][NH:32]1.CCN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C>[CH:1]1([NH:4][C:5](=[O:6])[NH:7][C:8]2[CH:13]=[CH:12][C:11]([C:14]3[N:19]=[C:18]([C:20]([N:32]4[CH2:33][CH2:34][O:35][CH2:36][C@@H:31]4[CH3:30])=[O:22])[CH:17]=[C:16]([N:23]4[CH2:28][CH2:27][O:26][CH2:25][C@@H:24]4[CH3:29])[N:15]=3)=[CH:10][CH:9]=2)[CH2:2][CH2:3]1

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 12012220(3S)-3-methylmorpholineHCID 59380164HCID 59380164, compound

Product 1

HCID 59379919HCID 59379919, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-[4-(Cyclopropylcarbamoylamino)phenyl]-6-[(3S)-3-methylmorpholin-4-yl]pyrimidine-4-carboxylic acid (95 mg) was dissolved in DMF (3 mL) and (3S)-3-methylmorpholine added. DIPEA (0.125 mL) and HATU (137 mg) were added and the reactions stirred at RT for 3 h before being concentrated in vacuo and partitioned between DCM (25 mL) and water (25 mL). The organic layer was dried over magnesium sulphate, filtered and evaporated to dryness to give the desired material as a solid (88 mg).

Workup

  1. concentrationbefore being concentrated in vacuo
  2. custompartitioned between DCM (25 mL) and water (25 mL)
  3. dry with materialThe organic layer was dried over magnesium sulphate
  4. filtrationfiltered
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-62c994eaffed453ca4855bbe7acc7249
Source dataset
uspto-grants-2010_07
Patent number
US07750003B2

Reaction notes

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