Hydrochloric Acid → HCID 58552926, compound

HRID 520458Notes

Reaction equation

HRID 520458 reaction equation
C(N(CC)CC)C.[N:8]1([C:13]2[N:18]=[C:17]([NH2:19])[CH:16]=[CH:15][CH:14]=2)[CH2:12][CH2:11][CH2:10][CH2:9]1.[CH3:20][N:21]1[C:30](=[O:31])[C:29]2[C:24](=[C:25]([C:32](Cl)=[O:33])[CH:26]=[CH:27][CH:28]=2)[N:23]=[C:22]1[C:35]1[CH:40]=[CH:39][CH:38]=[C:37]([C:41]([F:44])([F:43])[F:42])[CH:36]=1.Cl>O1CCOCC1>[CH3:20][N:21]1[C:30](=[O:31])[C:29]2[C:24](=[C:25]([C:32]([NH:19][C:17]3[CH:16]=[CH:15][CH:14]=[C:13]([N:8]4[CH2:9][CH2:10][CH2:11][CH2:12]4)[N:18]=3)=[O:33])[CH:26]=[CH:27][CH:28]=2)[N:23]=[C:22]1[C:35]1[CH:40]=[CH:39][CH:38]=[C:37]([C:41]([F:43])([F:42])[F:44])[CH:36]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 567666396-(Pyrrolidin-1-yl)pyridin-2-amineHCID 58552805HCID 58552805, compound

Product 1

HCID 58552926HCID 58552926, compoundYield 59.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
70 °C

Procedure

Triethylamine (100 μL) and 6-pyrollidin-1-ylpyridin-2-amine 35 (0.136 mmol) was added to a solution of 3-methyl-4-oxo-2-(3-(trifluoromethyl)phenyl)-3,4-dihydroquinazoline-8-carbonyl chloride 34 (50 mg, 0.136 mmol) in dioxane (1 mL). The reaction was stirred at 70° C. for 2 d, after which 1N HCl (4 mL) was added. The resulting precipitate was collected by filtration, rinsed with 5 mL H2O, 5 mL pentane, and dried under vacuum to give Compound 350 (40 mg, 56% yield). MS (ESI) calc. for C26H22F3N5O2: 493.17. found: 494 [M+H].

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. washrinsed with 5 mL H2O, 5 mL pentane
  3. customdried under vacuum

Sources & evidence

ORD record
ord-ad8b4c8ee38844acae089ecc7e479c5e
Source dataset
uspto-grants-2016_05
Patent number
US09326986B2

Reaction notes

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