1-(3-Pyridinyl)-2-hydroxyethylamine → HCID 86669692, compound

HRID 1623954Notes

Reaction equation

HRID 1623954 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:16]2[C@@H:15]3[CH2:17][C@@H:14]3[CH2:13][C:12]=2[C:11]([C:18]([OH:20])=O)=[N:10]1.[NH2:21][CH:22]([C:25]1[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=1)[CH2:23][OH:24]>>[OH:24][CH2:23][CH:22]([NH:21][C:18]([C:11]1[C:12]2[CH2:13][C@H:14]3[CH2:17][C@H:15]3[C:16]=2[N:9]([C:3]2[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=2[F:1])[N:10]=1)=[O:20])[C:25]1[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=1

Participants

3

Reactant 2

HCID 27345901-(3-Pyridinyl)-2-hydroxyethylamineHCID 68182595HCID 68182595, compound

Product 1

HCID 86669692HCID 86669692, compound

Procedure

The title compound was prepared in a manner similar to that described in Method G using Intermediate 1 (see Example 1.1) and 2-amino-2-(pyridin-3-yl)ethanol. LCMS m/z=397.4 [M+H]+; 1H NMR (400 MHz, CDCl3) δ 0.48 (td, J=4.7 and 3.5 Hz, 1H), 1.17 (td, J=7.9 and 4.7 Hz, 1H), 2.08-2.14 (m, 1H), 2.23-2.30 (m, 1H), 2.56 (bs, 1H), 2.93 (d, J=16.4 Hz, 1H), 3.03 (dd, J=16.4 and 6.2 Hz, 1H), 3.98-4.03 (m, 2H), 5.19-5.24 (m, 1H), 7.02 (t, J=8.0 Hz, 2H), 7.27 (dd, J=7.8 and 5.0 Hz, 1H), 7.47 (d, J=7.6 Hz, 1H), 7.60-7.67 (m, 1H), 7.71 (d, J=8.0 Hz, 1H), 8.53 (bs, 1H), 8.66 (bs, 1H).

Sources & evidence

ORD record
ord-30a08bf97dea4bb9ac13eb568e6278c5
Source dataset
uspto-grants-2014_07
Patent number
US08778950B2

Reaction notes

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