Tetrahydrofuran → HCID 13336375, compound

HRID 986275Notes

Reaction equation

HRID 986275 reaction equation
[C:1]1([C:7]2[N:16]=[C:15]([C:17]([O:19]CC)=O)[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:22]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1.C([Li])CCC.O1CCCC1>CCCCCC>[C:1]1([C:7]2[N:16]=[C:15]([C:17]([N:22]3[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]3)=[O:19])[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 8119AzepaneHCID 20158356HCID 20158356, compoundHCID 178418339Butyllithium

Product 1

HCID 13336375HCID 13336375, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

The procedure of Example 24 is followed using ethyl 2-phenylquinazoline-4-carboxylate (3 g), 2,3,4,5,6,7-hexahydroazepine (2.8 ml), a 1.6M solution of butyllithium in hexane (15 ml), and tetrahydrofuran (20 ml) as the starting materials. After recrystallisation from ethanol, 2,3,4,5,6,7-hexahydro-1-[(2-phenylquinazolin-4-yl)-carbonyl]-azepine (2 g), melting at 140° C., is obtained.

Workup

  1. customAfter recrystallisation from ethanol, 2,3,4,5,6,7-hexahydro-1-[(2-phenylquinazolin-4-yl)-carbonyl]-azepine (2 g), melting at 140° C.
  2. customis obtained

Sources & evidence

ORD record
ord-4495b84039fc438ca52124cdc8fb2881
Source dataset
uspto-grants-1987_12
Patent number
US04711890

Reaction notes

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