Nicotinic Acid → HCID 18009090, compound

HRID 987988Notes

Reaction equation

[NH2:1][C@@H:2]([CH2:29][C:30]1[CH:39]=[CH:38][C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH:31]=1)[C:3]([NH:5][CH2:6][CH2:7][CH2:8][CH2:9][C@H:10]([N:13]([S:18]([C:21]1[CH:26]=[CH:25][C:24]([F:27])=[C:23]([NH2:28])[CH:22]=1)(=[O:20])=[O:19])[CH2:14][CH:15]([CH3:17])[CH3:16])[CH2:11][OH:12])=[O:4].[C:40](O)(=[O:47])[C:41]1[CH:46]=[CH:45][CH:44]=[N:43][CH:42]=1>>[NH2:28][C:23]1[CH:22]=[C:21]([S:18]([N:13]([CH2:14][CH:15]([CH3:16])[CH3:17])[CH:10]([CH2:11][OH:12])[CH2:9][CH2:8][CH2:7][CH2:6][NH:5][C:3]([CH:2]([NH:1][C:40](=[O:47])[C:41]2[CH:46]=[CH:45][CH:44]=[N:43][CH:42]=2)[CH2:29][C:30]2[CH:39]=[CH:38][C:37]3[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=3)[CH:31]=2)=[O:4])(=[O:19])=[O:20])[CH:26]=[CH:25][C:24]=1[F:27]

Participants

Reactant 2

HCID 938Nicotinic Acid

HCID 514003HCID 514003, compound

Product 1

HCID 18009090HCID 18009090, compound

Procedure

The title compound was prepared from (2S,5S)-2-amino-N-{5-[(3-amino4-fluoro-benzenesulfonyl)-isobutyl-amino]-6-hydroxy-hexyl}-3-naphthalen-2-yl-propionamide (example 81) as described in general procedure E using nicotinic acid. The final product was obtained in 35% yield.

Sources & evidence

ORD record: ord-aa27b5b5532f4d62a9db258a274c2f58
Source dataset: uspto-grants-2003_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06632816B1

Reaction notes

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