Hydrochloric Acid → HCID 178507869, compound

HRID 1163402Notes

Reaction equation

HRID 1163402 reaction equation
C(OC(=O)[NH:7][CH:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:33]([C:34](=[O:45])[NH:35][C:36]3[CH:44]=[C:43]4[C:39]([CH:40]=[N:41][NH:42]4)=[CH:38][CH:37]=3)=[CH:32][C:17]3[N:18]=[C:19]([NH:21][C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=4[C:28]([F:31])([F:30])[F:29])[NH:20][C:16]=3[CH:15]=2)[CH2:10][CH2:9]1)(C)(C)C.Cl>CO.O1CCOCC1.CCOCC>[NH:42]1[C:43]2[C:39](=[CH:38][CH:37]=[C:36]([NH:35][C:34]([C:33]3[C:14]([N:11]4[CH2:10][CH2:9][CH:8]([NH2:7])[CH2:13][CH2:12]4)=[CH:15][C:16]4[NH:20][C:19]([NH:21][C:22]5[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=5[C:28]([F:30])([F:31])[F:29])=[N:18][C:17]=4[CH:32]=3)=[O:45])[CH:44]=2)[CH:40]=[N:41]1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 178452828HCID 178452828, compound

Product 1

HCID 178507869HCID 178507869, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of {1-[6-(1H-Indazol-6-ylcarbamoyl)-2-(2-trifluoromethyl-phenylamino)-3H-benzoimidazol-5-yl]-piperidin-4-yl}-carbamic acid tert-butyl ester (0.25 mmol; see Example 155) in methanol (1 mL) was 4M HCl in dioxane (0.5 mL) added. The resulting mixture was stirred at room temperature for 5-6 h. The volatiles were removed in vacuo, and the residue obtained was suspended in ether. The solid obtained was collected by filtration, washed with ether and dried in vacuo to afford 6-(4-Amino-piperidin-1-yl)-2-(2-trifluoromethyl-phenylamino)-1H-benzoimidazole-5-carboxylic acid (1H-indazol-6-yl)-amide as a hydrochloride salt. MS: m/z 535 (M+H)+.

Workup

  1. additionadded
  2. customThe volatiles were removed in vacuo
  3. customthe residue obtained
  4. customThe solid obtained
  5. filtrationwas collected by filtration
  6. washwashed with ether
  7. customdried in vacuo

Sources & evidence

ORD record
ord-5b948d4354db40e3b4113b4a8fa4e5df
Source dataset
uspto-grants-2010_10
Patent number
US07820821B2

Reaction notes

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