HCID 59627209, compound → HCID 59627221, compound

HRID 1523251Notes

Reaction equation

HRID 1523251 reaction equation
[CH2:1]([C@:4]1([C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=2)[CH2:9][CH2:8][N:7]([C@H:10]([C:12]2[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=2)[CH3:11])[C:6](=[O:19])[N:5]1[CH3:20])[CH:2]=[CH2:3].C([C@]1(C2C=CC(F)=CC=2)CCN([C@H](C2C=CC(Br)=CC=2)C)C(=[O:46])N1)C=C>>[Br:18][C:15]1[CH:16]=[CH:17][C:12]([C@@H:10]([N:7]2[CH2:8][CH2:9][C@@:4]([C:21]3[CH:22]=[CH:23][C:24]([F:27])=[CH:25][CH:26]=3)([CH2:1][CH2:2][CH2:3][OH:46])[N:5]([CH3:20])[C:6]2=[O:19])[CH3:11])=[CH:13][CH:14]=1.[CH2:1]([C@:4]1([C:21]2[CH:22]=[CH:23][C:24]([F:27])=[CH:25][CH:26]=2)[CH2:9][CH2:8][N:7]([C@H:10]([C:12]2[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=2)[CH3:11])[C:6](=[O:19])[N:5]1[CH3:20])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 59627209HCID 59627209, compoundHCID 59627221HCID 59627221, compound

Product 2

HCID 59627221HCID 59627221, compoundHCID 59627235HCID 59627235, compound

Procedure

(R)-1-((S)-1-(4-bromophenyl)ethyl)-4-(4-fluorophenyl)-4-(3-hydroxypropyl)-3-methyltetrahydropyrimidin-2(1H)-one was prepared from (R)-4-allyl-1-((S)-1-(4-bromophenyl)ethyl)-4-(4-fluorophenyl)-3-methyltetrahydropyrimidin-2(1H)-one following a procedure analogous to that described in Example 10. (R)-4-allyl-1-((S)-1-(4-bromophenyl)ethyl)-4-(4-fluorophenyl)-3-methyltetrahydropyrimidin-2(1H)-one was prepared from (R)-4-allyl-1-((S)-1-(4-bromophenyl)ethyl)-4-(4-fluorophenyl)tetrahydropyrimidin-2(1H)-one following a procedure analogous to that described in Example 3. LC-MS Method tR=2.45 min, m/z=471.1; 1H NMR (CDCl3) δ=1.28 (m, 2H), 1.49 (m, 3H), 1.72 (m, 2H), 1.90 (m, 1H), 2.18 (m, 3H), 2.70 (m, 1H), 2.80 (m, 3H), 3.69 (m, 2H), 5.82 (m, 1H), 6.91 (m, 2H), 7.06 (m, 4H), 7.32 (m, 2H).

Sources & evidence

ORD record
ord-e8e7188313fe45dcb3f3171c5fb99f02
Source dataset
uspto-grants-2015_07
Patent number
US09079861B2

Reaction notes

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