HCID 59627199, compound → HCID 59627205, compound

HRID 1523252Notes

Reaction equation

HRID 1523252 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 59627199HCID 59627199, compoundHCID 59627205HCID 59627205, compound

Product 2

HCID 59627205HCID 59627205, compoundHCID 59627250HCID 59627250, compound

Procedure

(S)-1-((S)-1-(4-bromophenyl)ethyl)-4-(4-fluorophenyl)-4-(3-hydroxypropyl)-3-methyltetrahydropyrimidin-2(1H)-one was prepared from (S)-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. (S)-4-allyl-1-((S)-1-(4-bromophenyl)ethyl)-4-(4-fluorophenyl)-3-methyltetrahydropyrimidin-2(1H)-one was prepared from (S)-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 1 tR=1.383 min, m/z=449.1; 1H NMR (CDCl3) δ=1.20 (m, 1H), 1.35 (m, 3H), 1.60 (m, 2H), 1.71 (m, 1H), 1.98 (m, 2H), 2.12 (m, 1H), 2.49 (m, 1H), 2.64 (m, 1H), 2.83 (m, 3H), 3.70 (m, 2H), 5.85 (m, 1H), 7.01 (m, 2H), 7.13 (m, 4H), 7.39 (m, 2H).

Sources & evidence

ORD record
ord-0fa57e6088b643ae85828960fa938fad
Source dataset
uspto-grants-2015_07
Patent number
US09079861B2

Reaction notes

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