(R)-N-(5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl)methanesulfonamide → HCID 69654906, compound

HRID 1061261Notes

Reaction equation

HRID 1061261 reaction equation
C([O:3][C:4](=[O:27])[CH2:5][N:6]1[N:10]=[N:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([N:17]3[CH2:26][CH2:25][C:20]4(OCCO4)[CH2:19][CH2:18]3)=[CH:13][CH:12]=2)=[N:7]1)C.[NH2:28][CH2:29][C@@H:30]([C:32]1[CH:33]=[CH:34][C:35]([OH:43])=[C:36]([NH:38][S:39]([CH3:42])(=[O:41])=[O:40])[CH:37]=1)[OH:31]>>[OH:31][C@H:30]([C:32]1[CH:33]=[CH:34][C:35]([OH:43])=[C:36]([NH:38][S:39]([CH3:42])(=[O:41])=[O:40])[CH:37]=1)[CH2:29][NH:28][CH:20]1[CH2:19][CH2:18][N:17]([C:14]2[CH:13]=[CH:12][C:11]([C:8]3[N:9]=[N:10][N:6]([CH2:5][C:4]([OH:3])=[O:27])[N:7]=3)=[CH:16][CH:15]=2)[CH2:26][CH2:25]1

Participants

3

Reactant 2

HCID 12047933(R)-N-(5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl)methanesulfonamideHCID 86588908HCID 86588908, compound

Product 1

HCID 69654906HCID 69654906, compound

Procedure

The title compound was prepared from ethyl{5-[4-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)phenyl]-2H-tetraazol-2-yl}acetate (which was obtained in Example 48) and N-[5-((1R)-2-amino-1-hydroxy-ethyl)-2-hydroxy-phenyl]-methanesulfonamide (which was obtained in Example 10) according to the procedures of Example 98 and Example 99 as a white solid; mp >240° C. (decomposed); 1H NMR (300 MHz, DMSO-d6) δ 1.45-1.65 (m, 2H), 1.90-2.10 (m, 2H), 2.50-3.10 (m, 5H), 2.95 (s, 3H), 3.65-3.85 (m, 2H), 4.89 (brd, J=8.3 Hz, 1H), 5.08 (d, J=15.9 Hz, 1H), 5.15 (d, J=15.9 Hz, 1H), 6.88 (d, J=8.3 Hz, 1H), 6.95 (d, J=8.7 Hz, 2H), 7.09 (dd, J=8.3, 2.0 Hz, 1H), 7.26 (d, J=2.0 Hz, 1H), 7.87 (d, J=8.7 Hz, 2H); MS (ES) m/z: 532.1 (MH+); HRMS Calcd. for C21H30N7O4S(MH+): 532.1973. Found: 532.1965.

Sources & evidence

ORD record
ord-ecace6ecde9a457c876671232fd4444f
Source dataset
uspto-grants-2003_02
Patent number
US06525202B2

Reaction notes

Loading…