HCID 16076110, compound → HCID 58762354, compound

HRID 1453159Notes

Reaction equation

HRID 1453159 reaction equation
[CH:1]1([C:6]2([CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][C:19]([O:22][CH2:23][CH3:24])=[C:18]([F:25])[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.[CH3:26][C:27]1[CH:32]=[C:31]([CH3:33])[N:30]2[N:34]=[C:35]([CH:37]=O)[N:36]=[C:29]2[N:28]=1>>[CH:1]1([C:6]2([CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][C:19]([O:22][CH2:23][CH3:24])=[C:18]([F:25])[CH:17]=3)[O:11][C:10](=[O:12])[C:9]([CH2:37][C:35]3[N:36]=[C:29]4[N:28]=[C:27]([CH3:26])[CH:32]=[C:31]([CH3:33])[N:30]4[N:34]=3)=[C:8]([OH:13])[CH2:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 16076110HCID 16076110, compoundHCID 236352265,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehyde

Product 1

HCID 58762354HCID 58762354, compound

Procedure

The title compound was prepared by coupling 6-Cyclopentyl-6-[2-(4-ethoxy-3-fluoro-phenyl)-ethyl]-dihydro-pyran-2,4-dione from Step 1 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 1.33 (t, 3H, J=7.0 Hz), 1.39-1.71 (br m, 8H), 2.11 (m, 2H), 2.40-2.58 (m, 10H), 2.78 (d, 1H, J=17.5 Hz), 3.72 (d, 1H, J=16.1 Hz), 3.84 (d, 1H, J=16.1 Hz), 4.06 (q, 2H, J=7.0 Hz), 7.05 (m, 4H), 10.90 (s, 1H). Anal. Calcd. For C28H33N4O4F.0.4AcOH: C, 64.94; H, 6.55; N, 10.52. Found: C, 65.05; H, 6.53; N, 10.55.

Sources & evidence

ORD record
ord-b9f036731b974797bbdd7e9c6eed8570
Source dataset
uspto-grants-2009_01
Patent number
US07473790B2

Reaction notes

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