3-Hydroxypyridine → HCID 59619338, compound

Reaction equation

[C:1]([C:3]1([NH:6][C:7]([C@@H:9]2[CH2:13][C@@H:12]([S:14]([C:17]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:18]=3[Cl:24])(=[O:16])=[O:15])[CH2:11][C@H:10]2[CH2:25][OH:26])=[O:8])[CH2:5][CH2:4]1)#[N:2].O[C:28]1[CH:29]=[N:30][CH:31]=[CH:32][CH:33]=1>>[C:1]([C:3]1([NH:6][C:7]([C@@H:9]2[CH2:13][C@@H:12]([S:14]([C:17]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:18]=3[Cl:24])(=[O:15])=[O:16])[CH2:11][C@H:10]2[CH2:25][O:26][C:28]2[CH:29]=[N:30][CH:31]=[CH:32][CH:33]=2)=[O:8])[CH2:5][CH2:4]1)#[N:2]

Participants

Reactant 2

HCID 79713-Hydroxypyridine

HCID 59619202HCID 59619202, compound

Product 1

HCID 59619338HCID 59619338, compound

Procedure

The title compound was prepared in analogy to example 162 using (1R,2R,4S)-4-(2-chloro-4-fluoro-benzenesulfonyl)-2-hydroxymethyl-cyclopentanecarboxylic acid (1-cyano-cyclopropyl)-amide (example 155) and 3-hydroxypyridine. White solid (34%). MS (EI): 478.1 (M+H)+.

Sources & evidence

ORD record: ord-593e65add2ca4f6d9f17bd121f741f49
Source dataset: uspto-grants-2011_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07893099B2

Reaction notes

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