Sodium Hydroxide → HCID 10186814, compound

HRID 1794764Notes

Reaction equation

HRID 1794764 reaction equation
[OH:1][C@H:2]([C:28]1[CH:33]=[CH:32][C:31]([OH:34])=[C:30]([NH:35][S:36]([CH3:39])(=[O:38])=[O:37])[CH:29]=1)[CH2:3][NH:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[CH:15][C:14]([C:17]3[N:21]([CH2:22][C:23]([O:25]CC)=[O:24])[N:20]=[N:19][N:18]=3)=[CH:13][CH:12]=2)[CH2:7][CH2:6]1.[OH-].[Na+]>>[OH:1][C@H:2]([C:28]1[CH:33]=[CH:32][C:31]([OH:34])=[C:30]([NH:35][S:36]([CH3:39])(=[O:37])=[O:38])[CH:29]=1)[CH2:3][NH:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[CH:12]=[CH:13][C:14]([C:17]3[N:21]([CH2:22][C:23]([OH:25])=[O:24])[N:20]=[N:19][N:18]=3)=[CH:15][CH:16]=2)[CH2:7][CH2:6]1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 10231287HCID 10231287, compound

Product 1

HCID 10186814HCID 10186814, compound

Procedure

The title compound was prepared from ethyl [5-(4-{4-[((2R)-2-hydroxy-2-{4-hydroxy-3-[(methylsulfonyl)amino]phenyl}ethyl)amino]-1-piperidinyl}phenyl)-1H-tetraazol-1-yl]acetate (which was obtained in Example 98) by NaOH hydrolysis as an off-white solid; mp>210° C. (decomposed); 1H NMR (300 MHz, DMSO-d6) δ 1.30–1.50 (m, 2 H), 1.80–2.00 (m, 2 H), 2.60–3.50 (m, 5 H), 2.92 (s, 3 H), 3.70–3.85 (m, 2 H), 4.50–4.60 (m, 1 H), 4.70–4.80 (m, 2 H), 6.84 (d, J=8.2 Hz, 1 H), 6.95–7.05 (m, 3 H), 7.20 (d, J=1.6 Hz, 1 H), 7.66 (d, J=8.7 Hz, 2 H); MS (ES) m/z: 530.2 (M−H)−; HRMS Calcd. for C21H28N7O4S (M−H)−: 530.1827. Found: 530.1827.

Sources & evidence

ORD record
ord-2dcf96c129c248d3a5f48b8c5b78e46d
Source dataset
uspto-grants-2006_04
Patent number
US07022716B2

Reaction notes

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