Hydrochloric Acid → HCID 86604167, compound

HRID 1261248Notes

Reaction equation

HRID 1261248 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH:26][C:27]([NH:29][C:30](=[O:38])[CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[S:28])[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]2[CH:15]=[C:16]([C:18]([N:20]3[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]3)=[O:19])[S:17][C:10]=12.[Cl:39]CCl.Cl.CCOCC>C1COCC1>[ClH:39].[F:1][C:2]1[CH:3]=[C:4]([NH:26][C:27]([NH:29][C:30](=[O:38])[CH2:31][C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)=[S:28])[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]2[CH:15]=[C:16]([C:18]([N:20]3[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]3)=[O:19])[S:17][C:10]=12

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 6344DichloromethaneHCID 86604168HCID 86604168, compound

Product 1

HCID 86604167HCID 86604167, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-(3-Fluoro-4-(2-(piperidine-1-carbonyl)thieno[3,2-b]pyridin-7-yloxy)phenylcarbamothioyl)-2-phenylacetamide (135d, example 92) (686 mg, 1.25 mmol) was solubilized in THF (2 mL); dichloromethane (4 mL) and 1M hydrogen chloride in ether (1.5 mL, 1.5 mmol) were successfully added. The reaction mixture was stirred for 1 hour, the solvents were partially evaporated under reduced pressure to form a precipitate, which was collected by filtration, to afford the title compound 136a (380 mg, 65% yield) as a light-yellow solid. Characterization of this material is provided in Table 12.

Workup

  1. customthe solvents were partially evaporated under reduced pressure
  2. customto form a precipitate, which
  3. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-11237aa22dd64bb68f9fc379d1c8a3a0
Source dataset
uspto-grants-2013_06
Patent number
US08470850B2

Reaction notes

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