(S)-3-fluoropyrrolidine → HCID 58109660, compound

HRID 2037655Notes

Reaction equation

HRID 2037655 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C@@H:14]([N:16]3[CH2:21][CH2:20][C@@:19]([C:25]4[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=4)([CH2:22][CH2:23]O)[O:18][C:17]3=[O:32])[CH3:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[F:33][C@H:34]1[CH2:38][CH2:37][NH:36][CH2:35]1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[CH:10][C:11]([C@@H:14]([N:16]3[CH2:21][CH2:20][C@@:19]([C:25]4[CH:26]=[CH:27][C:28]([F:31])=[CH:29][CH:30]=4)([CH2:22][CH2:23][N:36]4[CH2:37][CH2:38][C@H:34]([F:33])[CH2:35]4)[O:18][C:17]3=[O:32])[CH3:15])=[CH:12][CH:13]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 7016277(S)-3-fluoropyrrolidineHCID 53473233HCID 53473233, compound

Product 1

HCID 58109660HCID 58109660, compound

Procedure

The title compound was prepared from (S)-3-((S)-1-(4′-fluorobiphenyl-4-yl)ethyl)-6-(4-fluorophenyl)-6-(2-hydroxyethyl)-1,3-oxazinan-2-one following procedures analogous to those described in Example 178 using (S)-3-fluoropyrrolidine in Step 2. LC-MS Method 3 tR=0.962 min, m/z=531.1; 1H NMR (CDCl3) 0.80-0.92 (m, 1H), 1.46-1.57 (m, 4H), 1.59 (s, 3H), 2.16-2.40 (m, 6H), 2.75-3.09 (m, 3H), 5.10-5.38 (m, 1H), 5.70 (m, 1H), 7.01-7.13 (m, 6H), 7.30-7.49 (m, 4H), 7.46 (m, 2H).

Sources & evidence

ORD record
ord-6e62556a326048838767336d2fbbe0f9
Source dataset
uspto-grants-2013_11
Patent number
US08575156B2

Reaction notes

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