6-Cyclopropylmethoxy-5-(tetrahydro-pyran-4-yl)-pyridine-2-carboxylic acid → 6-Cyclopropylmethoxy-5-(tetrahydro-pyran-4-yl)-pyridine-2-carboxylic acid ((S)-2-cyclopropyl-1-thiazol-2-yl-ethyl)-amide

HRID 632063Notes

Reaction equation

HRID 632063 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[N:11]=[C:10]([C:12]([OH:14])=O)[CH:9]=[CH:8][C:7]=2[CH:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)[CH2:3][CH2:2]1.[CH:21]1([CH2:24][C@H:25]([NH2:31])[C:26]2[S:27][CH:28]=[CH:29][N:30]=2)[CH2:23][CH2:22]1>>[CH:21]1([CH2:24][C@H:25]([NH:31][C:12]([C:10]2[CH:9]=[CH:8][C:7]([CH:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)=[C:6]([O:5][CH2:4][CH:1]3[CH2:2][CH2:3]3)[N:11]=2)=[O:14])[C:26]2[S:27][CH:28]=[CH:29][N:30]=2)[CH2:23][CH2:22]1

Participants

3

Reactant 2

HCID 710874016-Cyclopropylmethoxy-5-(tetrahydro-pyran-4-yl)-pyridine-2-carboxylic acidHCID 71087661(S)-2-cyclopropyl-1-thiazol-2-yl-ethylamine

Product 1

HCID 711055706-Cyclopropylmethoxy-5-(tetrahydro-pyran-4-yl)-pyridine-2-carboxylic acid ((S)-2-cyclopropyl-1-thiazol-2-yl-ethyl)-amide

Procedure

The title compound was synthesized in analogy to Example 1, using 6-cyclopropylmethoxy-5-(tetrahydro-pyran-4-yl)-pyridine-2-carboxylic acid (Example 9 f) and (S)-2-cyclopropyl-1-thiazol-2-yl-ethylamine as starting materials, MS (LC/MS): 428.2 [M+H]+.

Sources & evidence

ORD record
ord-56d84c56092f43fca206d1a550ad9435
Source dataset
uspto-grants-2016_04
Patent number
US09321727B2

Reaction notes

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