Hydrochloric Acid → HCID 25001867, compound

HRID 1864036Notes

Reaction equation

HRID 1864036 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=2[C:11]([NH2:13])=[O:12])[C:5]([Cl:18])=[CH:4][N:3]=1.[N:19]1([CH2:24][C:25]2[CH:26]=[C:27]([CH:29]=[CH:30][CH:31]=2)[NH2:28])[CH2:23][CH2:22][CH2:21][CH2:20]1.Cl>Cl.C(O)(C)C>[Cl:18][C:5]1[C:6]([NH:8][C:9]2[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=2[C:11]([NH2:13])=[O:12])=[N:7][C:2]([NH:28][C:27]2[CH:29]=[CH:30][CH:31]=[C:25]([CH2:24][N:19]3[CH2:20][CH2:21][CH2:22][CH2:23]3)[CH:26]=2)=[N:3][CH:4]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 10964073-(Pyrrolidin-1-ylmethyl)anilineHCID 579741762-[(2,5-Dichloropyrimidin-4-yl)amino]benzamide

Product 1

HCID 25001867HCID 25001867, compoundYield 70.1%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 3776IsopropanolSolvent

Conditions

Temperature
95 °C

Procedure

2-[(2,5-Dichloro-4-pyrimidinyl)amino]benzamide (200 mg, 0.6 mmol) and 3-(1-pyrrolidinylmethyl)aniline (134mg, 0.75 mmol) were combined in a vessel with 5 mL isopropanol and 2 drops of 12N HCl. The vessel was sealed and heated with stirring at 95° C. for 18 h. The reaction was cooled to room temperature and the solid was filtered off and washed with isopropanol to give 178 mg (65% yield) of an orange solid as the HCl salt. MS: M(C22H23ClN6O)=422.92, (M+H)+=423 and 425.

Workup

  1. customThe vessel was sealed
  2. temperatureheated
  3. temperatureThe reaction was cooled to room temperature
  4. filtrationthe solid was filtered off
  5. washwashed with isopropanol

Sources & evidence

ORD record
ord-e44f2a2b90464bf1ab258b3ff7bb9865
Source dataset
uspto-grants-2009_12
Patent number
US07625903B2

Reaction notes

Loading…