4-(1,1-Dioxidothiomorpholino)benzoic acid → HCID 178523599, compound

HRID 331477Notes

Reaction equation

HRID 331477 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.[O:27]=[S:28]1(=[O:43])[CH2:33][CH2:32][N:31]([C:34]2[CH:42]=[CH:41][C:37]([C:38](O)=[O:39])=[CH:36][CH:35]=2)[CH2:30][CH2:29]1>>[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[CH2:21][CH2:22][C@H:23]([NH:26][C:38](=[O:39])[C:37]5[CH:41]=[CH:42][C:34]([N:31]6[CH2:30][CH2:29][S:28](=[O:43])(=[O:27])[CH2:33][CH2:32]6)=[CH:35][CH:36]=5)[CH2:24][CH2:25]4)[CH2:14][CH2:13]3)[C:6]=2[CH2:5][CH2:4]1

Participants

3

Reactant 2

HCID 27638174-(1,1-Dioxidothiomorpholino)benzoic acidHCID 178478710HCID 178478710, compound2×

Product 1

HCID 178523599HCID 178523599, compound

Procedure

The title compound, off-white solid (132 mg, 94%), MS (ISP) m/z=566.3 [(M+H)+], mp 282° 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 4-(1,1-dioxo-1λ6-thiomorpholin-4-yl)-benzoic acid.

Sources & evidence

ORD record
ord-33695806e93142988eeb407ba93e8e6e
Source dataset
uspto-grants-2014_11
Patent number
US08877778B2

Reaction notes

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