Hydrochloric Acid → HCID 71087945, compound

HRID 1520778Notes

Reaction equation

HRID 1520778 reaction equation
[F:1][CH:2]([F:39])[O:3][C:4]1[CH:5]=[C:6]([C:10]2[CH:14]=[C:13]([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:12]([CH2:37][CH3:38])[N:11]=2)[CH:7]=[CH:8][CH:9]=1.[ClH:40].C(OCC)C>O1CCOCC1>[ClH:40].[F:39][CH:2]([F:1])[O:3][C:4]1[CH:5]=[C:6]([C:10]2[CH:14]=[C:13]([C:15]([NH:17][C:18]3[CH:19]=[CH:20][C:21]([C@@H:24]4[O:29][CH2:28][CH2:27][NH:26][CH2:25]4)=[CH:22][CH:23]=3)=[O:16])[N:12]([CH2:37][CH3:38])[N:11]=2)[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 71087961HCID 71087961, compound

Product 1

HCID 71087945HCID 71087945, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Conditions

Temperature
60 °C

Procedure

To a solution of (S)-tert-butyl 2-(4-(3-(3-(difluoromethoxy)phenyl)-1-ethyl-1H-pyrazole-5-carboxamido)phenyl)morpholine-4-carboxylate (27 mg) (prepared in Example 41, b)) in Dioxane (40.8 μl) was added 4M−HCl in dioxane (117 μl, 470 μmol, Eq: 15). The reaction mixture was stirred at 60° C. overnight. To the mixture was added 2 ml of diethyl ether and stirred for 15 min at room temp. The mixture was filtered and concentrated in high vacuum to give the expected hydrochloride as a white solid (15 mg, 63%). MS (ISP): 443.1 ([M+H]+).

Workup

  1. stirringstirred for 15 min at room temp
  2. filtrationThe mixture was filtered
  3. concentrationconcentrated in high vacuum

Sources & evidence

ORD record
ord-4c5cce15377b46d1891ec2625b399454
Source dataset
uspto-grants-2015_07
Patent number
US09073911B2

Reaction notes

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