Pyrrolidine → HCID 58109360, compound

HRID 2037654Notes

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.[NH:33]1[CH2:37][CH2:36][CH2:35][CH2:34]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:33]4[CH2:37][CH2:36][CH2:35][CH2:34]4)[O:18][C:17]3=[O:32])[CH3:15])=[CH:12][CH:13]=2)=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 31268Pyrrolidine

HCID 53473233HCID 53473233, compound

Product 1

HCID 58109360HCID 58109360, 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 pyrrolidine in Step 2. LC-MS Method 2 tR=1.225 min, m/z=491.1; 1H NMR (CD3OD) 1.62 (d, 3H), 2.01 (m, 2H), 2.14 (m, 2H), 2.22-2.49 (m, 4H), 2.56 (m, 1H), 2.92-3.13 (m, 3H), 3.19 (m, 1H), 3.41 (m, 1H), 3.69 (m, 2H), 5.64 (m, 1H), 7.12 (d, 2H), 7.21 (m, 3H), 7.43 (m, 4H), 7.57 (m, 2H).

Sources & evidence

ORD record: ord-2d830e6d86dd4cbd96f836f38043e2ee
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08575156B2

Reaction notes

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