2-(2-Oxopyrrolidin-1-yl)acetic acid → N-[1-[[4-[(3S)-2,3-dihydro-[1,4]dioxino[2,3-b]pyridin-3-yl]phenyl]methyl]-4-piperidyl]-2-(2-oxopyrrolidin-1-yl)acetamide

HRID 1842021Notes

Reaction equation

HRID 1842021 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:24]=[CH:23][C:14]([CH2:15][N:16]3[CH2:21][CH2:20][CH:19]([NH2:22])[CH2:18][CH2:17]3)=[CH:13][CH:12]=2)[CH2:2]1.[O:25]=[C:26]1[CH2:30][CH2:29][CH2:28][N:27]1[CH2:31][C:32](O)=[O:33]>>[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[CH2:17][CH2:18][CH:19]([NH:22][C:32](=[O:33])[CH2:31][N:27]4[CH2:28][CH2:29][CH2:30][C:26]4=[O:25])[CH2:20][CH2:21]3)=[CH:23][CH:24]=2)[CH2:2]1

Participants

3

Reactant 2

HCID 31466872-(2-Oxopyrrolidin-1-yl)acetic acidHCID 866953541-[(S)-4-(2,3-Dihydro-[1,4]dioxino[2,3-b]pyridin-3-yl)-benzyl]-piperidin-4-ylamine

Product 1

HCID 71735574N-[1-[[4-[(3S)-2,3-dihydro-[1,4]dioxino[2,3-b]pyridin-3-yl]phenyl]methyl]-4-piperidyl]-2-(2-oxopyrrolidin-1-yl)acetamide

Procedure

Compound 289 is synthesized from Intermediate M and (2-Oxo-pyrrolidin-1-yl)-acetic acid according to the procedure used to synthesize Example 261. (LC/MS method 16: ES+ m/z 451.4 [M+H]+, Rt=2.51 min)

Workup

  1. customto synthesize Example 261

Sources & evidence

ORD record
ord-96014cee6dbc49f1939cdadd8b4f61be
Source dataset
uspto-grants-2015_02
Patent number
US08946203B2

Reaction notes

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