Dimethylcarbamoyl Chloride → HCID 178484722, compound

HRID 331483Notes

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.[CH3:27][N:28]([CH3:32])[C:29](Cl)=[O:30]>>[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:29](=[O:30])[N:28]([CH3:32])[CH3:27])[CH2:24][CH2:25]4)[CH2:14][CH2:13]3)[C:6]=2[CH2:5][CH2:4]1

Participants

Reactant 2

HCID 6598Dimethylcarbamoyl Chloride

HCID 178478710HCID 178478710, compound2×

Product 1

HCID 178484722HCID 178484722, compound

Procedure

The title compound, white solid (24 mg, 24%), MS (ISP) m/z=400.4 [(M+H)+], mp 260° C., was prepared in accordance with the general method of example 47 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 dimethylcarbamic chloride.

Sources & evidence

ORD record: ord-150f7e836a384d0d9a1b1097c778e8be
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08877778B2

Reaction notes

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