Morpholine → HCID 60197104, compound

HRID 587145Notes

Reaction equation

HRID 587145 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:10]=[C:11]([CH2:15][S:16]([NH2:19])(=[O:18])=[O:17])[CH:12]=[CH:13][CH:14]=2)[N:3]=1.[NH:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1.CCN(C(C)C)C(C)C>C1COCC1.CC(O)C>[N:20]1([C:2]2[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]3[CH:10]=[C:11]([CH2:15][S:16]([NH2:19])(=[O:18])=[O:17])[CH:12]=[CH:13][CH:14]=3)[N:3]=2)[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1

Participants

6

Reactant 3

HCID 8083MorpholineHCID 81531DiisopropylethylamineHCID 866798223-[(4-Chloro-1,3,5-triazin-2-yl)amino]benzenemethanesulfonamide

Product 1

HCID 60197104HCID 60197104, compound

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of triazine A1 (300 mg, 1.0 mmol) in a mixture of THF (4 mL) and iPrOH (4 mL) were added morpholine (87 mg, 1.0 mmol) and DIPEA (200 μL, 1.15 mmol). The mixture was heated for 2 hours at 60° C. and the solvent removed under reduced pressure. The residue was treated with MeOH and the solid title compound (B10) collected by filtration, washed with MeOH, and dried in vacuo. Yield: 93.3 mg (27%), colorless amorphous solid. MS (ES) C14H18N6O3S requires: 350. found: 351 (M+H)+.

Workup

  1. customthe solvent removed under reduced pressure
  2. additionThe residue was treated with MeOH
  3. filtrationthe solid title compound (B10) collected by filtration
  4. washwashed with MeOH
  5. customdried in vacuo

Sources & evidence

ORD record
ord-b4f11277db614da5836265594a9815c6
Source dataset
uspto-grants-2016_01
Patent number
US09226929B2

Reaction notes

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