(3S)-N-(2-hydroxyethyl)piperidine-3-carboxamide → (S)-1-{5-Phenyl-4-[(pyridin-2-ylmethyl)-amino]-thieno[2,3-d]pyrimidin-2-yl}-piperidine-3-carboxylic acid (2-hydroxy-ethyl)-amide

HRID 1771934Notes

Reaction equation

HRID 1771934 reaction equation
[OH:1][CH2:2][CH2:3][NH:4][C:5]([C@H:7]1[CH2:12][CH2:11][CH2:10][NH:9][CH2:8]1)=[O:6].Cl[C:14]1[N:15]=[C:16]([NH:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=2)[C:17]2[C:22]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[CH:21][S:20][C:18]=2[N:19]=1>>[OH:1][CH2:2][CH2:3][NH:4][C:5]([C@H:7]1[CH2:12][CH2:11][CH2:10][N:9]([C:14]2[N:15]=[C:16]([NH:29][CH2:30][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=3)[C:17]3[C:22]([C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=4)=[CH:21][S:20][C:18]=3[N:19]=2)[CH2:8]1)=[O:6]

Participants

3

Reactant 2

HCID 7161129(3S)-N-(2-hydroxyethyl)piperidine-3-carboxamideHCID 865963692-chloro-5-phenyl-N-(pyridin-2-ylmethyl)thieno[2,3-d]pyrimidin-4-amine

Product 1

HCID 70811188(S)-1-{5-Phenyl-4-[(pyridin-2-ylmethyl)-amino]-thieno[2,3-d]pyrimidin-2-yl}-piperidine-3-carboxylic acid (2-hydroxy-ethyl)-amide

Procedure

(S)-Piperidine-3-carboxylic acid (2-hydroxy-ethyl)-amide was reacted with (2-Chloro-5-phenyl-thieno[2,3-d]pyrimidin-4-yl)-pyridin-2-ylmethyl-amine as in Example 6 above to give (S)-1-{5-Phenyl-4-[(pyridin-2-ylmethyl)-amino]-thieno[2,3-d]pyrimidin-2-yl}-piperidine-3-carboxylic acid (2-hydroxy-ethyl)-amide as a yellow foam (188 mg).

Sources & evidence

ORD record
ord-26ad4f405a73463389f64a974048445a
Source dataset
uspto-grants-2016_02
Patent number
US09249155B2

Reaction notes

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