Triethylamine → HCID 178486861, compound

HRID 1946943Notes

Reaction equation

HRID 1946943 reaction equation
Cl.[Cl:2][C:3]1[C:4]([F:31])=[C:5]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][C:16]([O:29][CH3:30])=[C:17]([O:20][C@H:21]4[CH2:26][CH2:25][C@H:24]([NH:27][CH3:28])[CH2:23][CH2:22]4)[CH:18]=3)[N:13]=[CH:12][N:11]=2)[CH:6]=[CH:7][CH:8]=1.C(N(CC)CC)C.[N:39]1([C:45](Cl)=[O:46])[CH2:44][CH2:43][O:42][CH2:41][CH2:40]1>C(#N)C.C(OCC)(=O)C>[Cl:2][C:3]1[C:4]([F:31])=[C:5]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][C:16]([O:29][CH3:30])=[C:17]([O:20][C@H:21]4[CH2:22][CH2:23][C@H:24]([N:27]([C:45]([N:39]5[CH2:44][CH2:43][O:42][CH2:41][CH2:40]5)=[O:46])[CH3:28])[CH2:25][CH2:26]4)[CH:18]=3)[N:13]=[CH:12][N:11]=2)[CH:6]=[CH:7][CH:8]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 848104-Morpholinecarbonyl chlorideHCID 178484834HCID 178484834, compound

Product 1

HCID 178486861HCID 178486861, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

2600 mg 4-[(3-chloro-2-fluoro-phenyl)amino]-6-[trans-4-(methylamino)-cyclohexyl-oxy]-7-methoxy-quinazoline-hydrochloride are suspended in 20 ml acetonitrile, then 3.1 ml triethylamine are added and 0.723 ml morpholine-N-carbonyl chloride, dissolved in 5 ml acetonitrile, are added dropwise at <8° C. After stirring overnight at ambient temperature the reaction mixture is diluted with ethyl acetate and the organic phase is extracted with water and saline solution. The organic phase is dried and evaporated down. The residue is stirred out with acetonitrile, the solid is suction filtered and dried.

Workup

  1. additionare added dropwise at <8° C
  2. extractionthe organic phase is extracted with water and saline solution
  3. customThe organic phase is dried
  4. customevaporated down
  5. stirringThe residue is stirred out with acetonitrile
  6. filtrationfiltered
  7. customdried

Sources & evidence

ORD record
ord-30a34aea4ab14c998f9c816b04f74b3d
Source dataset
uspto-grants-2013_03
Patent number
US08399461B2

Reaction notes

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