Hydrochloric Acid → HCID 66736476, compound

HRID 1640991Notes

Reaction equation

HRID 1640991 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([S:9]([C:12]2[CH:13]=[C:14]3[C:18](=[CH:19][CH:20]=2)[N:17](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[N:16]=[C:15]3[NH:40][C:41](=[O:61])[C:42]2[CH:47]=[CH:46][C:45]([N:48]([CH3:57])[CH2:49][CH2:50][N:51]3[CH2:56][CH2:55][CH2:54][CH2:53][CH2:52]3)=[CH:44][C:43]=2[N+:58]([O-:60])=[O:59])(=[O:11])=[O:10])[CH:5]=[C:6]([F:8])[CH:7]=1.[ClH:62]>O1CCOCC1>[ClH:62].[F:8][C:6]1[CH:5]=[C:4]([S:9]([C:12]2[CH:13]=[C:14]3[C:18](=[CH:19][CH:20]=2)[NH:17][N:16]=[C:15]3[NH:40][C:41](=[O:61])[C:42]2[CH:47]=[CH:46][C:45]([N:48]([CH3:57])[CH2:49][CH2:50][N:51]3[CH2:52][CH2:53][CH2:54][CH2:55][CH2:56]3)=[CH:44][C:43]=2[N+:58]([O-:60])=[O:59])(=[O:11])=[O:10])[CH:3]=[C:2]([F:1])[CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66737321HCID 66737321, compound

Product 1

HCID 66736476HCID 66736476, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of N-[5-(3,5-difluoro-benzenesulfonyl)-1-trityl-1H-indazol-3-yl]-4-[methyl-(2-piperidin-1-yl-ethyl)-amino]-2-nitro-benzamide (1.86 g, 2.21 mmol) in 1,4-dioxane (50 mL) was treated with 4N HCl in 1,4-dioxane (4.42 mL, 17.68 mmol). The mixture was stirred at room temperature for 30 hours then the volatiles were removed under reduced pressure. The residue was suspended in diethylether (100 mL), stirred for 1 hour, filtered, washed with diethylether and dried in oven at 40° C. affording the title compound as orange solid (1.29 g).

Workup

  1. customthe volatiles were removed under reduced pressure
  2. stirringstirred for 1 hour
  3. filtrationfiltered
  4. washwashed with diethylether
  5. customdried in oven at 40° C.

Sources & evidence

ORD record
ord-d162735a158d4bcfa3e59d6c7b0b9209
Source dataset
uspto-grants-2012_02
Patent number
US08114865B2

Reaction notes

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