HCID 21922973, compound → HCID 178478729, compound

HRID 1272665Notes

Reaction equation

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

Participants

Conditions

Temperature: 140 °C

Procedure

800 mg of trans-1,4-diaminocyclohexane is taken to approximately 140° C. then 286 mg of the product obtained in Stage 1 above is added, the reaction medium is maintained under agitation at 140° C. for 5 hours then left to return to ambient temperature. Then 15 ml of water is added, followed by extracting with dichloromethane, drying and evaporating the solvent. The residue is chromatographed on silica (eluent: MeOH/NH4OH 98/2), followed by taking up in 4 ml of an ethanolic solution of hydrochloric acid, evaporating the solvents, drying under reduced pressure to 50° C. and 143 mg of expected product is recovered.

Workup

customis taken to approximately 140° C.
waitthen left
customto return to ambient temperature
extractionby extracting with dichloromethane
customdrying
customevaporating the solvent
customThe residue is chromatographed on silica (eluent: MeOH/NH4OH 98/2)
customevaporating the solvents
dry with materialdrying under reduced pressure to 50° C. and 143 mg of expected product
customis recovered

Sources & evidence

ORD record: ord-9ccb20b0ea954e56a1ecb513be3e4baa
Source dataset: uspto-grants-2007_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07208598B2

Reaction notes

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