Pyrrolidine → 4-Amino-2-(pyrrolidin-1-yl)-6-(2-chlorophenyl)-5,6,7,8-tetrahydroquinazoline

HRID 727217Notes

Reaction equation

[NH2:1][C:2]1[C:11]2[CH2:10][CH:9]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[Cl:18])[CH2:8][CH2:7][C:6]=2[N:5]=[C:4](S(C)=O)[N:3]=1.[NH:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1>C(O)CC(C)C>[NH2:1][C:2]1[C:11]2[CH2:10][CH:9]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[Cl:18])[CH2:8][CH2:7][C:6]=2[N:5]=[C:4]([N:22]2[CH2:26][CH2:25][CH2:24][CH2:23]2)[N:3]=1

Participants

Conditions

Temperature: 200 °C

Procedure

This compound is prepared in a manner analogous to that of Example 18, using 1.60 grams (0.005 mole) of 4-amino-2-methylsulfinyl-6-(2-chlorophenyl)-5,6,7,8-tetrahydroquinazoline (prepared as in Example 17) and 0.71 gram (0.010 mole) of pyrrolidine in 50 mL of isoamyl alcohol. The sealed tube is heated at about 200° C. for 7 hours. The reaction mixture is subjected to column chromatography on silica gel, yielding 4-amino-2-(pyrrolidin-1-yl)-6-(2-chlorophenyl)-5,6,7,8-tetrahydroquinazoline.

Workup

customThis compound is prepared in a manner analogous to that of Example 18

Sources & evidence

ORD record: ord-22705c75e50845ca816e60d9301386ee
Source dataset: uspto-grants-1998_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05712281

Reaction notes

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