Ammonia → HCID 58109592, compound

HRID 1046147Notes

Reaction equation

HRID 1046147 reaction equation
[CH3:1][C:2]1[S:3][C:4]([C:8]2[CH:13]=[CH:12][C:11]([C@@H:14]([N:16]3[CH2:21][CH2:20][C@@:19]([C:26]4[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=4)([CH2:22][CH2:23][CH2:24][OH:25])[O:18][C:17]3=[O:33])[CH3:15])=[CH:10][CH:9]=2)=[C:5]([CH3:7])[N:6]=1.[NH3:34]>>[CH3:1][C:2]1[S:3][C:4]([C:8]2[CH:9]=[CH:10][C:11]([C@@H:14]([N:16]3[CH2:21][CH2:20][C@:19]([CH2:22][CH2:23][C:24]([NH2:34])=[O:25])([C:26]4[CH:27]=[CH:28][C:29]([F:32])=[CH:30][CH:31]=4)[O:18][C:17]3=[O:33])[CH3:15])=[CH:12][CH:13]=2)=[C:5]([CH3:7])[N:6]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 58109601HCID 58109601, compound

Product 1

HCID 58109592HCID 58109592, compound

Procedure

The title compound was prepared from (R)-3-((S)-1-(4-(2,4-dimethylthiazol-5-yl)phenyl)ethyl)-6-(4-fluorophenyl)-6-(3-hydroxypropyl)-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 1 tR=1.38 min, m/z=482 (M+1); 1H NMR (CDCl3) 7.32 (m, 5H), 7.18 (d, 2H), 7.04 (m, 4H), 5.69 (q, 1H), 2.84 (s, 3H), 2.45 (s, 3H), 2.02 (m, 1H), 1.55 (d, 3H).

Sources & evidence

ORD record
ord-79b1e8499bb54164ab644890ee258297
Source dataset
uspto-grants-2013_10
Patent number
US08569292B2

Reaction notes

Loading…