Hydrochloric Acid → HCID 71087669, compound

HRID 1520782Notes

Reaction equation

HRID 1520782 reaction equation
[F:1][CH:2]([F:37])[O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH:14]=[CH:13][C:12]([C:15]([NH:17][C:18]3[CH:23]=[CH:22][C:21]([C@@H:24]4[O:29][CH2:28][CH2:27][N:26](C(OC(C)(C)C)=O)[CH2:25]4)=[CH:20][CH:19]=3)=[O:16])=[N:11]2)=[CH:6][CH:5]=1.[ClH:38].CCOCC>O1CCOCC1>[ClH:38].[F:37][CH:2]([F:1])[O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH:14]=[CH:13][C:12]([C:15]([NH:17][C:18]3[CH:23]=[CH:22][C:21]([C@@H:24]4[O:29][CH2:28][CH2:27][NH:26][CH2:25]4)=[CH:20][CH:19]=3)=[O:16])=[N:11]2)=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 86674810HCID 86674810, compound

Product 1

HCID 71087669HCID 71087669, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Conditions

Temperature
60 °C

Procedure

(S)-tert-Butyl 2-(4-(1-(4-(difluoromethoxy)phenyl)-1H-pyrazole-3-carboxamido)phenyl)morpholine-4-carboxylate (130 mg, 0.25 mmol) was dissolved in dioxane (0.6 ml) and a solution of HCl in dioxane (4M, 0.12 ml, 3.8 mmol) was added. The reaction mixture was stirred overnight at 60° C. After cooling ether was added, the solid was filtered off, washed with ether and dried in vacuo to afford (S)-1-(4-(difluoromethoxy)phenyl)-N-(4-(morpholin-2-yl)phenyl)-1H-pyrazole-3-carboxamide hydrochloride (90 mg, 79%) as an off-white solid. MS (ISP): 415.4 ([M+H]+).

Workup

  1. additionwas added
  2. filtrationthe solid was filtered off
  3. washwashed with ether
  4. customdried in vacuo

Sources & evidence

ORD record
ord-5798836be6c043c29cea805cdc7decef
Source dataset
uspto-grants-2015_07
Patent number
US09073911B2

Reaction notes

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