Cyclobutane-1,1-diyldimethanol → [1-({[4-(4-Chlorophenyl)-2-pyrimidinyl]sulfanyl}methyl)cyclobutyl]methanol

HRID 1180785Notes

Reaction equation

HRID 1180785 reaction equation
O[CH2:2][C:3]1([CH2:7][OH:8])[CH2:6][CH2:5][CH2:4]1.[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][N:19]=[C:18]([SH:22])[N:17]=2)=[CH:12][CH:11]=1>>[Cl:9][C:10]1[CH:11]=[CH:12][C:13]([C:16]2[CH:21]=[CH:20][N:19]=[C:18]([S:22][CH2:2][C:3]3([CH2:7][OH:8])[CH2:6][CH2:5][CH2:4]3)[N:17]=2)=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 4498243Cyclobutane-1,1-diyldimethanolHCID 178527862HCID 178527862, compound

Product 1

HCID 11151377[1-({[4-(4-Chlorophenyl)-2-pyrimidinyl]sulfanyl}methyl)cyclobutyl]methanol

Procedure

The title compound was prepared using the same experimental procedure as in example 19a from [1-(hydroxymethyl)cyclobutyl]methanol and 4-(4-chlorophenyl)-2-pyrimidinethiol. 1H NMR (300 MHz, CDCl3) δ 8.49 (d, J=5 Hz, 1H), 7.95 (d, J=9 Hz, 2H), 7.44 (d, J=9 Hz, 2H), 7.32 (d, J=6 Hz, 1H), 4.18 (t, J=7 Hz, 1H), 3.54(d, J=7 Hz, 2H), 3.47 (s, 2H), 2.03-1.69 (m, 6H). GC-MS m/z 320 (M+H).

Sources & evidence

ORD record
ord-cca5367e590b4f84b195d90450541ff4
Source dataset
uspto-grants-2007_10
Patent number
US07282512B2

Reaction notes

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