Hydrochloric Acid → HCID 58015553, compound

HRID 422077Notes

Reaction equation

HRID 422077 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:16][C:15]3[CH:14]=[CH:13][N:12]([C:17]4[CH:18]=[C:19]5[C:23](=[CH:24][CH:25]=4)[N:22]([CH2:26][CH:27]([O:30]C)[O:28]C)[N:21]=[CH:20]5)[C:11](=[O:32])[C:10]=3[CH:9]=2)=[CH:4][CH:3]=1.Cl>C1COCC1.O.C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:16][C:15]3[CH:14]=[CH:13][N:12]([C:17]4[CH:18]=[C:19]5[C:23](=[CH:24][CH:25]=4)[N:22]([CH2:26][CH:27]([OH:30])[OH:28])[N:21]=[CH:20]5)[C:11](=[O:32])[C:10]=3[CH:9]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 580155592-(4-Chlorophenyl)-5-(1-(2,2-dimethoxyethyl)-1H-indazol-5-yl)furo[3,2-c]pyridine-4-one

Product 1

HCID 58015553HCID 58015553, compoundYield 64.2%

Reagents, catalysts & solvents 3

HCID 962WaterSolvent2×HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of 2-(4-chlorophenyl)-5-(1-(2,2-dimethoxyethyl)-1H-indazol-5-yl)furo[3,2-c]pyridine-4-one (1.66 g, 3.69 mmol) in THF (36 mL) at 40° C. was added HCl in H2O (36 mL, 2.0 M). The solution was heated to 70° C. for 3 h then to 80° C. for 2 h. The reaction mixture was diluted with H2O (75 mL) and CH2Cl2 (75 mL). The resulting solids were collected by filtration and dried to yield the title compound (1.00 g, 64%) as a light brown solid. ESI MS m/z 422 [M+H]+.

Workup

  1. filtrationThe resulting solids were collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-665fa9adc7bb44e08e1f1af1407493d0
Source dataset
uspto-grants-2012_01
Patent number
US08101632B2

Reaction notes

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