Hydrochloric Acid → HCID 68325745, compound

HRID 2403339Notes

Reaction equation

HRID 2403339 reaction equation
[F:1][C:2]([F:30])([F:29])[C:3]1[N:8]=[CH:7][N:6]=[C:5]([NH:9][C:10]2[CH:15]=[CH:14][C:13]([C@H:16]3[O:21][CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17]3)=[CH:12][CH:11]=2)[CH:4]=1.[ClH:31].CCOCC>O1CCOCC1>[ClH:31].[NH:18]1[CH2:19][CH2:20][O:21][C@H:16]([C:13]2[CH:14]=[CH:15][C:10]([NH:9][C:5]3[CH:4]=[C:3]([C:2]([F:30])([F:1])[F:29])[N:8]=[CH:7][N:6]=3)=[CH:11][CH:12]=2)[CH2:17]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 86671414HCID 86671414, compound

Product 1

HCID 68325745HCID 68325745, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Conditions

Temperature
60 °C

Procedure

(R)-tert-Butyl 2-(4-(6-trifluoromethylpyrimidin-4-ylamino)phenyl)morpholine-4-carboxylate (130 mg, 0.3 mmol) was dissolved in dioxane (1.2 ml) and a solution of HCl in dioxane (4 M, 1.15 ml, 4.59 mmol) was added. The reaction mixture was stirred at 60° C. for 2 hours. After cooling ether (2 ml) was added and the solid was filtered off. It was washed with ether and dried in vacuo to afford (R)—N-(4-(morpholin-2-yl)phenyl)-6-(trifluoromethyl)pyrimidin-4-amine hydrochloride (96 mg, 87%) as a light yellow solid. MS (ISP): 325.2 ([M+H]+).

Workup

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

Sources & evidence

ORD record
ord-45fed47fedb24e8a822e5a31e3ec0880
Source dataset
uspto-grants-2014_08
Patent number
US08802673B2

Reaction notes

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