1-Adamantanecarboxylic acid → HCID 178523632, compound

HRID 1409935Notes

Reaction equation

HRID 1409935 reaction equation
Cl.Cl.[O:3]1[C:8]2=[CH:9][CH:10]=[CH:11][C:7]2=[CH:6][C:5]([CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][N:13]2[CH2:18][CH2:19][C@H:20]2[CH2:25][CH2:24][C@H:23]([NH2:26])[CH2:22][CH2:21]2)=[CH:4]1.[C:27]12([C:37](O)=[O:38])[CH2:36][CH:31]3[CH2:32][CH:33]([CH2:35][CH:29]([CH2:30]3)[CH2:28]1)[CH2:34]2>>[O:3]1[C:8]2=[CH:9][CH:10]=[CH:11][C:7]2=[CH:6][C:5]([CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][N:13]2[CH2:18][CH2:19][C@H:20]2[CH2:21][CH2:22][C@H:23]([NH:26][C:37]([C:27]34[CH2:36][CH:31]5[CH2:30][CH:29]([CH2:35][CH:33]([CH2:32]5)[CH2:34]3)[CH2:28]4)=[O:38])[CH2:24][CH2:25]2)=[CH:4]1

Participants

3

Reactant 2

HCID 132351-Adamantanecarboxylic acidHCID 178478713HCID 178478713, compound2×

Product 1

HCID 178523632HCID 178523632, compound

Procedure

The title compound, light yellow solid (94 mg, 77%), MS (ISP) m/z=489.4 [(M+H)+], mp 200° C., was prepared in accordance with the general method of example 1 from trans-4-[2-(4-benzofuran-3-yl-piperidin-1-yl)-ethyl]-cyclohexylamine dihydrochloride (intermediate A) (100 mg, 0.25 mmol) and adamantane-1-carboxylic acid.

Sources & evidence

ORD record
ord-17065625f4664a03963b4ef748fb7bc0
Source dataset
uspto-grants-2014_12
Patent number
US08921397B2

Reaction notes

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