(R)-N-(5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl)methanesulfonamide → HCID 178449005, compound

HRID 1794839Notes

Reaction equation

HRID 1794839 reaction equation
[CH2:1]([N:5]([CH2:21][C:22]1[NH:26][N:25]=[N:24][N:23]=1)[C:6](=[O:20])[C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:18][CH2:17][C:16](=O)[CH2:15][CH2:14]2)=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH3:4].[NH2:27][CH2:28][C@@H:29]([C:31]1[CH:32]=[CH:33][C:34]([OH:42])=[C:35]([NH:37][S:38]([CH3:41])(=[O:40])=[O:39])[CH:36]=1)[OH:30]>>[CH2:1]([N:5]([CH2:21][C:22]1[NH:26][N:25]=[N:24][N:23]=1)[C:6](=[O:20])[C:7]1[CH:8]=[CH:9][C:10]([N:13]2[CH2:14][CH2:15][CH:16]([NH:27][CH2:28][C@H:29]([OH:30])[C:31]3[CH:32]=[CH:33][C:34]([OH:42])=[C:35]([NH:37][S:38]([CH3:41])(=[O:40])=[O:39])[CH:36]=3)[CH2:17][CH2:18]2)=[CH:11][CH:12]=1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 12047933(R)-N-(5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl)methanesulfonamideHCID 178449007HCID 178449007, compound

Product 1

HCID 178449005HCID 178449005, compound

Procedure

The title compound was prepared from N-butyl-4-(4-oxo-1-piperidinyl)-N-(1H-tetraazol-5-ylmethyl)benzamide (which was obtained in Example 178) (0.14 g, 0.4 mmol) and N-[5-((1R)-2-amino-1-hydroxy-ethyl)-2-hydroxy-phenyl]-methanesulfonamide (which was obtained in Example 10) (0.12 g, 0.48 mmol) according to the procedure shown for Example 180 to give 0.22 g of an off-white solid; m.p. 168–170° C.; MS (ES) m/z: 587.5 (MH+); HRMS (ES) Calcd. for C27H39N8O5S (MH+): 587.2759. Found: 587.2751.

Sources & evidence

ORD record
ord-88fa886186e74e3d83f932df4fa90b8b
Source dataset
uspto-grants-2006_04
Patent number
US07022716B2

Reaction notes

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