4-Piperidinemethanol → HCID 59553195, compound

HRID 1641284Notes

Reaction equation

Cl[CH2:2][CH2:3][O:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([NH:15][C:16](=[O:30])[C:17]2[CH:22]=[C:21]([N:23]3[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]3)[CH:20]=[C:19]([F:29])[CH:18]=2)=[CH:7][CH:6]=1.[OH:31][CH2:32][CH:33]1[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]1>>[F:29][C:19]1[CH:18]=[C:17]([CH:22]=[C:21]([N:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)[CH:20]=1)[C:16]([NH:15][C:8]1[C:9]2[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:5]([O:4][CH2:3][CH2:2][N:36]2[CH2:37][CH2:38][CH:33]([CH2:32][OH:31])[CH2:34][CH2:35]2)=[CH:6][CH:7]=1)=[O:30]

Participants

Reactant 2

HCID 4207714-Piperidinemethanol

HCID 59553352HCID 59553352, compound

Product 1

HCID 59553195HCID 59553195, compound

Procedure

Compound is prepared from N-[4-(2-chloroethoxy)-naphthalen-1-yl]-3-fluoro-5-piperidin-1-yl-benzamide and 4-hydroxymethylpiperidine according to conditions described in general procedure N. 1H NMR 300 MHz (CDCl3) 8.32(dd, 1H, J=1.5 and 8.4 Hz), 7.88(s, 1H), 7.83(d, 1H, J=8.4 Hz), 7.73(d, 1H, J=8.1 Hz), 7.54(m, 2H), 7.31(s, 1H), 6.98(d, 1H, J=8.4 Hz), 6.84(d, 1H, J=7.8 Hz), 6.76(d, 1H, J=11.7 Hz), 4.32(t, 2H, J=5.7 Hz), 3.51(d, 2H, J=6.3 Hz), 3.28(m, 4H), 3.1(m, 2H), 2.99 (t, 2H, J=5.7 Hz), 2.23(dt, 2H, J=2.7 and 11.4 Hz), 1.32-1.8(m, 11H).

Sources & evidence

ORD record: ord-4b2ec89dc4c74459885baa68c9930ae0
Source dataset: uspto-grants-2012_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08114873B2

Reaction notes

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