Hydrochloric Acid → HCID 11656082, compound

HRID 2353316Notes

Reaction equation

HRID 2353316 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:16](=[O:27])[C:17]3[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][CH:18]=3)=[CH:11][CH:10]=2)[N:5]2[CH:28]=[CH:29][N:30]=[C:4]2[C:3]=1[CH2:31][C:32]([O:34]C)=[O:33].Cl>O1CCOCC1>[Cl:1][C:2]1[N:7]=[C:6]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:16](=[O:27])[C:17]3[CH:18]=[CH:19][C:20]([C:23]([F:26])([F:24])[F:25])=[CH:21][CH:22]=3)=[CH:11][CH:10]=2)[N:5]2[CH:28]=[CH:29][N:30]=[C:4]2[C:3]=1[CH2:31][C:32]([OH:34])=[O:33]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57542085HCID 57542085, compound

Product 1

HCID 11656082HCID 11656082, compoundYield 20.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

A solution of methyl [7-Chloro-5-(4-{[4-(trifluoromethyl)benzoyl]amino}benzyl)imidazo[1,2-c]-pyrimidin-8-yl]acetate (0.100 g, 0.199 mmol) in dioxane (1.00 mL) was added 6N HCl aq. (0.5 mL) and heated to 100° C. for 22 hours. After cooling to room temperature, the volatiles was removed under reduced pressure to generate a precipitate which was suspended in water, collected by suction, rinsed with water and diethyl ether, and dried under high vacuum to give [7-chloro-5-(4-{[4-(trifluoromethyl)benzoyl]amino}benzyl)imidazo[1,2-c]pyrimidin-8-yl]acetic acid as a white powder (0.020 g, 20%).

Workup

  1. temperatureAfter cooling to room temperature
  2. customthe volatiles was removed under reduced pressure
  3. customcollected by suction
  4. washrinsed with water and diethyl ether
  5. customdried under high vacuum

Sources & evidence

ORD record
ord-37c20b9be7a04b77af1a3e9e1ee1e5bb
Source dataset
uspto-grants-2010_07
Patent number
US07750014B2

Reaction notes

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