Ammonia → HCID 58109586, compound

HRID 1046117Notes

Reaction equation

HRID 1046117 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][C@@:5]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[O:10][C:9](=[O:11])[N:8]([C@H:12]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=3)=[CH:16][CH:15]=2)[CH3:13])[CH2:7][CH2:6]1.[NH3:32]>>[O:11]=[C:9]1[N:8]([C@H:12]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=3)=[CH:16][CH:15]=2)[CH3:13])[CH2:7][CH2:6][C@:5]([CH2:4][CH2:3][C:2]([NH2:32])=[O:1])([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[O:10]1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 58485355HCID 58485355, compound

Product 1

HCID 58109586HCID 58109586, compound

Procedure

The title compound was prepared from (R)-6-(3-hydroxypropyl)-6-phenyl-3-((S)-1-(4-(pyridin-4-yl)phenyl)ethyl)-1,3-oxazinan-2-one employing a procedure analogous to that described in Example 12 Step 2, followed by a procedure analogous to that described in Example 8 Step 2 using ammonia. LC-MS Method 2 tR=1.327 min, m/z=430.2; 1H NMR (CDCl3) 1.49 (m, 3H), 1.93 (m, 1H), 2.12-2.34 (m, 5H), 2.44 (m, 1H), 2.94 (m, 1H), 5.46 (m, 2H), 5.67 (m, 1H), 7.08 (m, 2H), 7.19-7.42 (m, 5H), 7.45 (m, 2H), 7.80 (m, 2H), 8.76 (m, 2H).

Sources & evidence

ORD record
ord-a46e3c3b7d5d48ac84a80cb5585b380f
Source dataset
uspto-grants-2013_10
Patent number
US08569292B2

Reaction notes

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