Cyclopropaneacetic acid → HCID 178520144, compound

HRID 331431Notes

Reaction equation

HRID 331431 reaction equation
Cl.Cl.[O:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[C:11]([CH:12]3[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][C@H:20]4[CH2:25][CH2:24][C@H:23]([NH2:26])[CH2:22][CH2:21]4)[CH2:14][CH2:13]3)[C:6]=2[CH2:5][CH2:4]1.[CH:27]1([CH2:30][C:31](O)=[O:32])[CH2:29][CH2:28]1>>[CH:27]1([CH2:30][C:31]([NH:26][C@H:23]2[CH2:22][CH2:21][C@H:20]([CH2:19][CH2:18][N:15]3[CH2:16][CH2:17][CH:12]([C:11]4[C:6]5[CH2:5][CH2:4][O:3][C:7]=5[CH:8]=[CH:9][CH:10]=4)[CH2:13][CH2:14]3)[CH2:25][CH2:24]2)=[O:32])[CH2:29][CH2:28]1

Participants

3

Reactant 2

HCID 138440Cyclopropaneacetic acidHCID 178478710HCID 178478710, compound2×

Product 1

HCID 178520144HCID 178520144, compound

Procedure

The title compound, off-white solid (75 mg, 69%), MS (ISP) m/z=411.4 [(M+H)+], mp 189° C., was prepared in accordance with the general method of example 1 from trans-4-{2-[4-(2,3-dihydro-benzofuran-4-yl)-piperidin-1-yl]-ethyl}-cyclohexylamine dihydrochloride (intermediate B) (100 mg, 0.25 mmol) and 2-cyclopropyl-acetic acid.

Sources & evidence

ORD record
ord-65124089359a45408e4ef977c22c5624
Source dataset
uspto-grants-2014_11
Patent number
US08877778B2

Reaction notes

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