(S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(2-hydroxyacetoxy)ethyl)pyridine 1-oxide → (S)-4-(2-(2-(2-(N-(tert-butoxycarbonyl)methylsulfonamido)-isonicotinoyloxy)acetoxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)-3,5-dichloropyridine 1-oxide

HRID 1776656Notes

Reaction equation

HRID 1776656 reaction equation
[C:1]([O:5][C:6]([N:8]([C:13]1[CH:14]=[C:15]([CH:19]=[CH:20][N:21]=1)[C:16]([OH:18])=[O:17])[S:9]([CH3:12])(=[O:11])=[O:10])=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl:22][C:23]1[CH:24]=[N+:25]([O-:52])[CH:26]=[C:27]([Cl:51])[C:28]=1[CH2:29][C@@H:30]([C:36]1[CH:41]=[CH:40][C:39]([O:42][CH:43]([F:45])[F:44])=[C:38]([O:46][CH2:47][CH:48]2[CH2:50][CH2:49]2)[CH:37]=1)[O:31][C:32](=[O:35])[CH2:33]O>>[C:1]([O:5][C:6]([N:8]([C:13]1[CH:14]=[C:15]([CH:19]=[CH:20][N:21]=1)[C:16]([O:18][CH2:33][C:32]([O:31][C@H:30]([C:36]1[CH:41]=[CH:40][C:39]([O:42][CH:43]([F:45])[F:44])=[C:38]([O:46][CH2:47][CH:48]2[CH2:50][CH2:49]2)[CH:37]=1)[CH2:29][C:28]1[C:27]([Cl:51])=[CH:26][N+:25]([O-:52])=[CH:24][C:23]=1[Cl:22])=[O:35])=[O:17])[S:9]([CH3:12])(=[O:11])=[O:10])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 86679512(S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(2-hydroxyacetoxy)ethyl)pyridine 1-oxideHCID 894600592-(N-(tert-butoxycarbonyl)methylsulfonamido)isonicotinic acid

Product 1

HCID 131734759(S)-4-(2-(2-(2-(N-(tert-butoxycarbonyl)methylsulfonamido)-isonicotinoyloxy)acetoxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)-3,5-dichloropyridine 1-oxide

Procedure

This Step was performed as Step 10, Scheme 21, starting with 2-(N-(tert-butoxycarbonyl)methylsulfonamido)isonicotinic acid and (S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(2-hydroxyacetoxy)ethyl)pyridine 1-oxide (See Scheme 21, step 6-9)

Sources & evidence

ORD record
ord-cc01c46a1cae46ba9504350bf704d58a
Source dataset
uspto-grants-2016_02
Patent number
US09265768B2

Reaction notes

Loading…