HCID 178484081, compound → HCID 178484080, compound

HRID 491772Notes

Reaction equation

HRID 491772 reaction equation
C([O:5][C:6]([CH2:8][O:9][C:10]1[CH:40]=[CH:39][C:13]2[C:14]([NH:27][C:28]([C@H:30]3[CH2:35][CH2:34][C@H:33]([N:36]([CH3:38])[CH3:37])[CH2:32][CH2:31]3)=[O:29])=[C:15]([C:17]([NH:19][C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][N:21]=3)=[O:18])[O:16][C:12]=2[CH:11]=1)=[O:7])(C)(C)C>Cl.O1CCOCC1.C(OCC)C>[ClH:26].[C:6]([CH2:8][O:9][C:10]1[CH:40]=[CH:39][C:13]2[C:14]([NH:27][C:28]([C@H:30]3[CH2:35][CH2:34][C@H:33]([N:36]([CH3:37])[CH3:38])[CH2:32][CH2:31]3)=[O:29])=[C:15]([C:17]([NH:19][C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][N:21]=3)=[O:18])[O:16][C:12]=2[CH:11]=1)([OH:7])=[O:5]

Participants

5

Reactant 1

HCID 178484081HCID 178484081, compound

Product 1

HCID 178484080HCID 178484080, compoundYield 167.7%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Procedure

Trans-6-t-butoxycarbonylmethyloxy-3-[4-(dimethylamino)cyclohexylcarbonylamino]-N-(5-chloropyridin-2-yl)-benzofuran-2-carboxamide (21 mg) obtained in Example 153 is suspended in 4N hydrogen chloride in dioxane (8 ml), and the mixture is stirred at room temperature for 28 hours. The reaction solution is diluted with diethyl ether, and the precipitates are collected by filtration, washed several times with diethyl ether, and dried to give the title compound (17 mg).

Workup

  1. filtrationthe precipitates are collected by filtration
  2. washwashed several times with diethyl ether
  3. customdried

Sources & evidence

ORD record
ord-a0d49ed5e64a4c43bc85025a541320d4
Source dataset
uspto-grants-2009_05
Patent number
US07531537B2

Reaction notes

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