(R)-3-hydroxypentanoic acid → HCID 178456104, compound

HRID 1260801Notes

Reaction equation

HRID 1260801 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@H:29]([CH2:34][CH3:35])[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@H:29]([OH:28])[CH2:34][CH3:35])[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 10290775(R)-3-hydroxypentanoic acidHCID 178478590HCID 178478590, compound2×

Product 1

HCID 178456104HCID 178456104, compound

Procedure

The title compound, white solid (56 mg, 52%), MS (ISP) m/z=431.5 [(M+H)+], mp 146° C., was prepared in accordance with the general method of example 5 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 (R)-3-hydroxy-pentanoic acid.

Sources & evidence

ORD record
ord-389f964281d14caa9882a4e15f3d16e2
Source dataset
uspto-grants-2013_06
Patent number
US08470828B2

Reaction notes

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