Hydrochloric Acid → HCID 11997576, compound

HRID 1593639Notes

Reaction equation

HRID 1593639 reaction equation
[CH2:1]1[C:13]2[NH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH2:4][C@@H:3]([CH2:14][NH:15][CH2:16][C@@H:17]2[O:31][C:21]3=[C:22]4[C:27](=[CH:28][CH:29]=[C:20]3[O:19][CH2:18]2)[N:26]=[C:25]([CH3:30])[CH:24]=[CH:23]4)[CH2:2]1.Cl>CCOCC>[CH2:1]1[C:13]2[NH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH2:4][C@H:3]([CH2:14][NH:15][CH2:16][C@@H:17]2[O:31][C:21]3=[C:22]4[C:27](=[CH:28][CH:29]=[C:20]3[O:19][CH2:18]2)[N:26]=[C:25]([CH3:30])[CH:24]=[CH:23]4)[CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 11997435HCID 11997435, compound2×

Product 1

HCID 11997576HCID 11997576, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Diastereomer 2: 30 mg of the amine was isolated and converted into its di-hydrochloride salt by treating a methanolic solution of the amine with 145 μL of 1 N HCl in ether. The yellow solid was collected by vacuum filtration, washed with ethyl acetate and hexane, and dried under vacuum to afford N-{[(3R)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]methyl}-N-{[(2S)-8-methyl-2,3-dihydro[1,4]dioxino[2,3-f]quinolin-2-yl]methyl}amine as a yellow powder; mp 218-221 (d); MS (ES) m/z=414 [M+H]+.

Workup

  1. filtrationThe yellow solid was collected by vacuum filtration
  2. washwashed with ethyl acetate and hexane
  3. customdried under vacuum

Sources & evidence

ORD record
ord-0d4aa03a144047b1a3e5939878c12270
Source dataset
uspto-grants-2007_11
Patent number
US07297704B2

Reaction notes

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