Hydrochloric Acid → HCID 20789084, compound

HRID 1349597Notes

Reaction equation

HRID 1349597 reaction equation
C([C:4]1([C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([NH:19][C:20]([C:22]4[CH:27]=[CH:26][C:25]([NH2:28])=[CH:24][CH:23]=4)=[O:21])[CH:17]=3)[NH:12][N:11]=2)[CH:9]=[CH:8][CH:7]=[CH:6][CH2:5]1)(=O)C.Cl>N.CO>[NH2:28][C:25]1[CH:24]=[CH:23][C:22]([C:20]([NH:19][C:16]2[CH:17]=[C:18]3[C:13](=[CH:14][CH:15]=2)[NH:12][N:11]=[C:10]3[C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)=[O:21])=[CH:27][CH:26]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178465766HCID 178465766, compound

Product 1

HCID 20789084HCID 20789084, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolventHCID 887MethanolSolvent

Procedure

To a solution of N-(1-acetyl-3-phenyl(1H-indazol-5-yl))(4-aminophenyl)carboxamide (200 mg, 0.664 mmol) in 0.3% ammonia in methanol (12 mL). After the reaction mixture was stirred at room temperature for 3 hours, the mixture was acidified with 5% HCl. The resulting precipitate was filtered and dried to give the title compound (200 mg, 92% yield). 1H NMR (DMSO-d6) δ 13.14 (br s, 1H), 9.84 (s, 1H), 8.52 (s, 1H), 7.95 (d, 2H), 7.75 (m, 3H), 7.54 (m, 3H), 7.39 (t, 1H), 5.74 (br, 2H); ES-MS (m/z) 329 [M+1]+.

Workup

  1. filtrationThe resulting precipitate was filtered
  2. customdried

Sources & evidence

ORD record
ord-b3c4c0ed11ed4fbda9cecc3834bbcb3e
Source dataset
uspto-grants-2007_05
Patent number
US07211594B2

Reaction notes

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