3-Hydroxyazetidine → {1-[(S)-4-(2,3-Dihydro-[1,4]dioxino[2,3-b]pyridin-3-yl)-benzyl]-piperidin-4-yl}-(3-hydroxy-azetidin-1-yl)-methanone

HRID 1842020Notes

Reaction equation

HRID 1842020 reaction equation
[O:1]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[O:4][C@@H:3]([C:11]2[CH:26]=[CH:25][C:14]([CH2:15][N:16]3[CH2:21][CH2:20][CH:19]([C:22](O)=[O:23])[CH2:18][CH2:17]3)=[CH:13][CH:12]=2)[CH2:2]1.[NH:27]1[CH2:30][CH:29]([OH:31])[CH2:28]1>>[O:1]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[O:4][C@@H:3]([C:11]2[CH:12]=[CH:13][C:14]([CH2:15][N:16]3[CH2:21][CH2:20][CH:19]([C:22]([N:27]4[CH2:30][CH:29]([OH:31])[CH2:28]4)=[O:23])[CH2:18][CH2:17]3)=[CH:25][CH:26]=2)[CH2:2]1

Participants

3

Reactant 2

HCID 15142903-HydroxyazetidineHCID 683590441-[(S)-4-(2,3-Dihydro-[1,4]dioxino[2,3-b]pyridin-3-yl)-benzyl]-piperidine-4-carboxylic acid

Product 1

HCID 71735414{1-[(S)-4-(2,3-Dihydro-[1,4]dioxino[2,3-b]pyridin-3-yl)-benzyl]-piperidin-4-yl}-(3-hydroxy-azetidin-1-yl)-methanone

Procedure

Compound 286 is synthesized from Intermediate K and azetidin-3-ol according to the procedure used to synthesize Example 255. (LC/MS method 16: ES+ m/z 410.4 [M+H]+, Rt=0.35 min)

Workup

  1. customto synthesize Example 255

Sources & evidence

ORD record
ord-a7ffd599fa354457863cb9e321a58bb6
Source dataset
uspto-grants-2015_02
Patent number
US08946203B2

Reaction notes

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