HCID 58762400, compound → HCID 58762668, compound

HRID 1453253Notes

Reaction equation

HRID 1453253 reaction equation
Cl[C:2]1[C:3](=[O:29])[O:4][C:5]([CH:24]2[CH2:28][CH2:27][CH2:26][CH2:25]2)([CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[C:18]([CH3:23])=[N:19][O:20][C:21]=3[CH3:22])=[CH:13][CH:12]=2)[CH2:6][C:7]=1[OH:8].[CH3:30][C:31]1[CH:36]=[C:35]([CH3:37])[N:34]2[N:38]=[C:39]([SH:41])[N:40]=[C:33]2[N:32]=1>>[CH:24]1([C:5]2([CH2:9][CH2:10][C:11]3[CH:16]=[CH:15][C:14]([C:17]4[C:18]([CH3:23])=[N:19][O:20][C:21]=4[CH3:22])=[CH:13][CH:12]=3)[O:4][C:3](=[O:29])[C:2]([S:41][C:39]3[N:40]=[C:33]4[N:32]=[C:31]([CH3:30])[CH:36]=[C:35]([CH3:37])[N:34]4[N:38]=3)=[C:7]([OH:8])[CH2:6]2)[CH2:25][CH2:26][CH2:27][CH2:28]1

Participants

3

Reactant 2

HCID 58762400HCID 58762400, compoundHCID 178426287HCID 178426287, compound

Product 1

HCID 58762668HCID 58762668, compound

Procedure

The title compound was prepared from 3-Chloro-6-cyclopentyl-6-{2-[4-(3,5-dimethyl-isoxazol-4-yl)-phenyl]-ethyl}-4-hydroxy-5,6-dihydro-pyran-2-one from Step 2 and 5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-thiol using the coupling method described in Example C(4), 1H NMR (DMSO-d6): δ 1.44-1.75 (br m, 9H), 2.21 (s, 3H), 2.34 (s, 3H), 2.38 (s, 3H), 2.59 (s, 3H), 2.65-2.79 (m, 3H), 2.97 (d, 1H, J=17.0 Hz), 3.17 (s, 2H), 7.02 (s, 1H), 7.29 (d, 2H, J=8.1 Hz), 7.40 (d, 2H, J=8.1 Hz). Anal. Calcd. For C30H33N5O4S.0.75AcOH: C, 62.56; H, 6.00; N, 11.58. Found: C, 62.66; H, 5.98; N, 11.56.

Sources & evidence

ORD record
ord-51e3ab5cd9f645fa8c3abd444d010b87
Source dataset
uspto-grants-2009_01
Patent number
US07473790B2

Reaction notes

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