1-Hydroxy-1-cyclopropanecarboxylic acid → HCID 178523714, compound

HRID 2042453Notes

Reaction equation

HRID 2042453 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.[OH:28][C:29]1([C:32](O)=[O:33])[CH2:31][CH2:30]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:32]([C:29]5([OH:28])[CH2:31][CH2:30]5)=[O:33])[CH2:23][CH2:22]4)[CH2:15][CH2:14]3)[C:7]=2[CH2:6][CH2:5]1

Participants

3

Reactant 2

HCID 27331601-Hydroxy-1-cyclopropanecarboxylic acidHCID 178478589HCID 178478589, compound2×

Product 1

HCID 178523714HCID 178523714, compound

Procedure

The title compound, off-white solid (41 mg, 40%), MS (ISP) m/z=415.4 [(M+H)+], mp 174.5° 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) (110 mg, 0.25 mmol) and 1-hydroxy-cyclopropanecarboxylic acid.

Sources & evidence

ORD record
ord-06abae43f787486695013b518e50aa45
Source dataset
uspto-grants-2013_11
Patent number
US08586579B2

Reaction notes

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