Piperidine → HCID 69665796, compound

HRID 1245629Notes

Reaction equation

C(OC([N:8]1[CH2:12][C@H:11]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[CH:14]=2)[C@@H:10]([C@H:20]([N:22]2[CH2:27][CH2:26][CH:25]([C:28]3[C:29]([CH2:36][CH3:37])=[N:30][N:31]([CH2:34][CH3:35])[C:32]=3[CH3:33])[CH2:24][CH2:23]2)[CH3:21])[CH2:9]1)=O)(C)(C)C.N1CCCCC1>>[CH2:34]([N:31]1[C:32]([CH3:33])=[C:28]([CH:25]2[CH2:24][CH2:23][N:22]([C@@H:20]([C@@H:10]3[C@@H:11]([C:13]4[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[CH:14]=4)[CH2:12][NH:8][CH2:9]3)[CH3:21])[CH2:27][CH2:26]2)[C:29]([CH2:36][CH3:37])=[N:30]1)[CH3:35]

Participants

Reactant 2

HCID 8082Piperidine

HCID 69666333HCID 69666333, compound

Product 1

HCID 69665796HCID 69665796, compound

Procedure

The title compound was prepared from 1-tert-butoxycarbonyl-3-(R)-(1-(R)-(4-(1,3-diethyl-5-methylpyrazol-4-yl)piperidin-1-yl)ethyl)-4-(S)-(3-fluorophenyl)pyrrolidine (from Step E) using a procedure analogous to that described for Piperidine 8, Step F. 1H NMR (500 MHz) δ 0.94 (d, J=6.4, 3H), 1.08 (m, 1H), 1.19 (t, J=7.5, 3H), 1.35 (t, J=7.2, 3H), 1.56 (m, 1H), 1.79 (m, 1H), 1.92 (m, 1H), 2.10–2.25 (m, 5H), 2.33 (m, 1H), 2.45–2.88 (m, 8H), 3.19–3.39 (m, 3H), 4.01 (q, J=7.2, 2H), 6.83 (m, 1H), 7.04 (m, 1H), 7.10 (m, 1H), 7.22 (m, 1H).

Sources & evidence

ORD record: ord-74c7a189bc64417db958e24b86613090
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07125887B2

Reaction notes

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