Carbon Tetrachloride → HCID 22140714, compound

HRID 1373287Notes

Reaction equation

HRID 1373287 reaction equation
[C:1]([O:4][C:5]1[CH:14]=[C:13]2[C:8]([C:9](=O)[NH:10][CH:11]=[N:12]2)=[C:7]([O:16][CH:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)[CH:6]=1)(=[O:3])[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Cl)(Cl)(Cl)[Cl:42]>>[C:1]([O:4][C:5]1[CH:14]=[C:13]2[C:8]([C:9]([Cl:42])=[N:10][CH:11]=[N:12]2)=[C:7]([O:16][CH:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)[CH:6]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 5943Carbon TetrachlorideHCID 11776TriphenylphosphineHCID 135830918HCID 135830918, compound

Product 1

HCID 22140714HCID 22140714, compound

Procedure

Using an analogous procedure to that described in the last paragraph of Note [9] in Example 15, 7-acetoxy-5-cyclopentyloxy-3,4-dihydroquinazolin-4-one (5 g) was reacted with carbon tetrachloride and triphenylphosphine to give 7-acetoxy-4-chloro-5-cyclopentyloxyquinazoline (5.3 g); NMR Spectrum: (CDCl3) 1.65–1.8 (m, 2H), 1.8–2.05 (m, 4H), 2.1 (m, 2H), 2.4 (s, 3H), 4.95 (m, 1H), 6.78 (d, 1H), 7.35 (d, 1H), 8.9 (s, 1H); Mass Spectrum: M+H+ 307 and 309.

Sources & evidence

ORD record
ord-2a74572f2bf542de9ec873f4da0f1618
Source dataset
uspto-grants-2007_01
Patent number
US07160891B2

Reaction notes

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