Acetonitrile → HCID 17906351, compound

HRID 852208Notes

Reaction equation

HRID 852208 reaction equation
Br[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[C:13]3[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=3[S:15][CH:16]=2)=[CH:8][CH:7]=1.[CH2:21]([NH2:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.C(=O)([O-])[O-].[K+].[K+].C(#N)C>C(OCC)(=O)C.CO>[S:15]1[CH:16]=[C:12]([C:9]2[CH:10]=[CH:11][C:6]([O:5][CH2:4][CH2:3][CH2:2][NH:28][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[CH:7][CH:8]=2)[C:13]2[CH:20]=[CH:19][CH:18]=[CH:17][C:14]1=2

Participants

7

Reactant 4

HCID 6342AcetonitrileHCID 7504BenzylamineHCID 11430Potassium CarbonateHCID 179063143-[4-(3-Bromo-propoxy)-phenyl]-benzo[b]thiophene

Product 1

HCID 17906351HCID 17906351, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent2×

Procedure

The title compound is prepared from 3-[4-(3-bromo-propoxy)-phenyl]-benzo[b]thiophene, benzylamine, potassium carbonate and acetonitrile essentially as described above in Example 118 except that the column chromatography is performed with a graded solvent mixture from 100% ethyl acetate to 10% methanol in ethyl acetate. Purity by LC/MS=98%, [M+H]+=374.

Sources & evidence

ORD record
ord-593e75566e674b3abddadc6bc617174c
Source dataset
uspto-grants-2007_08
Patent number
US07253165B2

Reaction notes

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