(R)-N-(5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl)methanesulfonamide → HCID 69654723, compound

HRID 1061404Notes

Reaction equation

HRID 1061404 reaction equation
C([O:8][C:9](=[O:28])[CH2:10][S:11](=[O:27])(=[O:26])[NH:12][C:13]1[CH:18]=[CH:17][C:16]([N:19]2[CH2:24][CH2:23][C:22](=O)[CH2:21][CH2:20]2)=[CH:15][CH:14]=1)C1C=CC=CC=1.[NH2:29][CH2:30][C@@H:31]([C:33]1[CH:34]=[CH:35][C:36]([OH:44])=[C:37]([NH:39][S:40]([CH3:43])(=[O:42])=[O:41])[CH:38]=1)[OH:32]>>[OH:32][C@H:31]([C:33]1[CH:34]=[CH:35][C:36]([OH:44])=[C:37]([NH:39][S:40]([CH3:43])(=[O:42])=[O:41])[CH:38]=1)[CH2:30][NH:29][CH:22]1[CH2:21][CH2:20][N:19]([C:16]2[CH:15]=[CH:14][C:13]([NH:12][S:11]([CH2:10][C:9]([OH:8])=[O:28])(=[O:26])=[O:27])=[CH:18][CH:17]=2)[CH2:24][CH2:23]1

Participants

3

Reactant 2

HCID 12047933(R)-N-(5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl)methanesulfonamideHCID 69654808HCID 69654808, compound

Product 1

HCID 69654723HCID 69654723, compound

Procedure

The title compound was prepared from [4-(4-oxo-piperidine-1-yl)-phenylsulfamoyl]-acetic acid benzyl ester (which was obtained in Example 236) and N-[5-((1R)-2-amino-1-hydroxy-ethyl)-2-hydroxy-phenyl]-methanesulfonamide (which was obtained in Example 10) according to the procedure of Example 255 as an off-white solid; 1H NMR (300 MHz, DMSO-d6) δ 1.40-1.60 (m, 2H), 1.90-2.05 (m, 2H), 2.50-2.90 (m, 5H), 2.94 (s, 3H), 3.50-3.65 (m, 2H), 4.65-4.75 (m, 1H), 6.80-6.90 (m, 3H), 7.00-7.10 (m, 3H), 7.23 (d, J=2.0 Hz, 1H); MS (ES) m/z: 543.3 (MH+); HRMS Calcd. for C29H37N4O8S2 (MH+): 543.1578. Found: 543.1572.

Sources & evidence

ORD record
ord-100572c400a042339017f5f13e620e60
Source dataset
uspto-grants-2003_02
Patent number
US06525202B2

Reaction notes

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