Ammonia → HCID 58109211, compound

HRID 1046116Notes

Reaction equation

HRID 1046116 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:21]=[N:22][CH:23]=[CH:24][CH:25]=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:21]=[N:22][CH:23]=[CH:24][CH:25]=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 58109251HCID 58109251, compound

Product 1

HCID 58109211HCID 58109211, compound

Procedure

The title compound was prepared from (R)-6-(3-hydroxypropyl)-6-phenyl-3-((S)-1-(4-(pyridin-3-yl)phenyl)ethyl)-1,3-oxazinan-2-one using 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=1.381 min, m/z=430.2; 1H NMR (CDCl3) 1.56 (m, 3H), 1.92-2.03 (m, 3H), 2.18-2.37 (m, 5H), 2.51 (m, 1H), 2.94 (m, 1H), 5.29-5.61 (m, 2H), 5.71 (m, 1H), 7.03 (m, 2H), 7.21-7.38 (m, 8H), 7.77 (m, 1H), 8.53 (m, 1H), 8.72 (s, 1H).

Sources & evidence

ORD record
ord-72f77eab9760497881354459028040fc
Source dataset
uspto-grants-2013_10
Patent number
US08569292B2

Reaction notes

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