3-Hydroxyisovaleric acid → HCID 178459211, compound

HRID 1260747Notes

Reaction equation

HRID 1260747 reaction equation
Cl.Cl.Cl.[O:4]1[C:8]2=[C:9]([N:13]3[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][C@H:21]4[CH2:26][CH2:25][C@H:24]([NH2:27])[CH2:23][CH2:22]4)[CH2:15][CH2:14]3)[N:10]=[CH:11][CH:12]=[C:7]2[CH2:6][CH2:5]1.[OH:28][C:29]([CH3:35])([CH3:34])[CH2:30][C:31](O)=[O:32]>>[O:4]1[C:8]2=[C:9]([N:13]3[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][C@H:21]4[CH2:26][CH2:25][C@H:24]([NH:27][C:31](=[O:32])[CH2:30][C:29]([OH:28])([CH3:35])[CH3:34])[CH2:23][CH2:22]4)[CH2:15][CH2:14]3)[N:10]=[CH:11][CH:12]=[C:7]2[CH2:6][CH2:5]1

Participants

3

Reactant 2

HCID 693623-Hydroxyisovaleric acidHCID 178478590HCID 178478590, compound2×

Product 1

HCID 178459211HCID 178459211, compound

Procedure

The title compound, light yellow solid (57 mg, 53%), MS (ISP) m/z=431.5 [(M+H)+], mp 139° C., was prepared in accordance with the general method of example 6 from trans-4-{2-[4-(2,3-dihydro-furo[2,3-c]pyridin-7-yl)-piperazin-1-yl]-ethyl}-cyclohexylamine trihydrochloride (intermediate B) (110 mg, 0.25 mmol) and 3-hydroxy-3-methyl-butanoic acid.

Sources & evidence

ORD record
ord-4dae6315f0db4d6581ee48bbde0f34c9
Source dataset
uspto-grants-2013_06
Patent number
US08470828B2

Reaction notes

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