HCID 10362437, compound → HCID 58762779, compound

HRID 1453161Notes

Reaction equation

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

Participants

Reactant 2

HCID 10362437HCID 10362437, compound

HCID 236352265,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehyde

Product 1

HCID 58762779HCID 58762779, compound

Procedure

The title compound was prepared by coupling 6-Cyclopentyl-6-{2-[4-(3,5-dimethyl-isoxazol-4-yl)-phenyl]-ethyl}-dihydro-pyran-2,4-dione (Example A(18)) to 5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehyde using the Me2NHBH3 method described in the synthesis of Example B(31). 1H NMR (DMSO-d6): d 1.39-1.72 (br m, 8H), 2.19 (m, 2H), 2.21 (s, 3H), 2.39 (s, 3 Hz), 2.47-2.70 (m, 10H), 2.81 (d, 1H, J=17.5 Hz), 3.71 (d, 1H, J=16.1 Hz), 3.85 (d, 1H, J=16.2 Hz), 7.04 (s, 1H), 7.27 (d, 2H, J=8.1 Hz), 7.36 (d, 2H, J=8.1 Hz), 10.98 (s, 1H). Anal. Calcd. For C31H35N5O4.0.6H2O: C, 67.39; H, 6.61; N, 12.68. Found: C, 67.39; H, 6.52; N, 12.45.

Sources & evidence

ORD record: ord-9742c529aa894494a9f4dfab3483d63f
Source dataset: uspto-grants-2009_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07473790B2

Reaction notes

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