3-Methylisoxazole-5-carboxylic acid → HCID 178427118, compound

HRID 2042477Notes

Reaction equation

HRID 2042477 reaction equation
Cl.Cl.Cl.[O:4]1[C:12]2[CH:11]=[CH:10][N:9]=[C:8]([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)[C:7]=2[CH2:6][CH2:5]1.[CH3:28][C:29]1[CH:33]=[C:32]([C:34](O)=[O:35])[O:31][N:30]=1>>[O:4]1[C:12]2[CH:11]=[CH:10][N:9]=[C:8]([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:34]([C:32]5[O:31][N:30]=[C:29]([CH3:28])[CH:33]=5)=[O:35])[CH2:23][CH2:22]4)[CH2:15][CH2:14]3)[C:7]=2[CH2:6][CH2:5]1

Participants

3

Reactant 2

HCID 8530853-Methylisoxazole-5-carboxylic acidHCID 178478589HCID 178478589, compound2×

Product 1

HCID 178427118HCID 178427118, compound

Procedure

The title compound, off-white solid (62 mg, 71%), MS (ISP) m/z=440.4 [(M+H)+], mp 218° C., was prepared in accordance with the general method of example 32 from trans-4-{2-[4-(2,3-dihydrofuro[3,2-c]pyridin-4-yl)-piperazin-1-yl]-ethyl}-cyclohexanamine trihydrochloride (intermediate C) (88 mg, 0.2 mmol) and 3-methylisoxazole-5-carboxylic acid.

Sources & evidence

ORD record
ord-e487b5281e334daa9d687acf8ac8f407
Source dataset
uspto-grants-2013_11
Patent number
US08586579B2

Reaction notes

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