Hydrochloric Acid → 1-(2-Methoxyl-5-chlorophenyl)-3-[1-(1H-pyrrolo[2,3-b]pyridin-4-ylmethyl)-1H-indol-4-yl]urea hydrochloride

HRID 240476Notes

Reaction equation

HRID 240476 reaction equation
[O:1]([C:3]1[CH:8]=[CH:7][C:6]([Cl:9])=[CH:5][C:4]=1[NH:10][C:11]([NH:13][C:14]1[CH:22]=[CH:21][CH:20]=[C:19]2[C:15]=1[CH:16]=[CH:17][N:18]2[CH2:23][C:24]1[CH:29]=[CH:28][N:27]=[C:26]2[N:30](C(OC(C)(C)C)=O)[CH:31]=[CH:32][C:25]=12)=[O:12])[CH3:2].Cl>CO>[ClH:9].[O:1]([C:3]1[CH:8]=[CH:7][C:6]([Cl:9])=[CH:5][C:4]=1[NH:10][C:11]([NH:13][C:14]1[CH:22]=[CH:21][CH:20]=[C:19]2[C:15]=1[CH:16]=[CH:17][N:18]2[CH2:23][C:24]1[CH:29]=[CH:28][N:27]=[C:26]2[NH:30][CH:31]=[CH:32][C:25]=12)=[O:12])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 687504721-(2-Methoxyl-5-chlorophenyl)-3-{1-[1-(t-butyloxycarbonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylmethyl]-1H-indol-4-yl}urea

Product 1

HCID 687548641-(2-Methoxyl-5-chlorophenyl)-3-[1-(1H-pyrrolo[2,3-b]pyridin-4-ylmethyl)-1H-indol-4-yl]urea hydrochlorideYield 180.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-(2-Methoxyl-5-chlorophenyl)-3-{1-[1-(t-butyloxycarbonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylmethyl]-1H-indol-4-yl}urea (500 mg, 0.92 mmol) was added to 25% HCl in methanol solution. The mixture was stirred overnight, then concentrated to afford the product 1-(2-Methoxyl-5-chlorophenyl)-3-[1-(1H-pyrrolo[2,3-b]pyridin-4-ylmethyl)-1H-indol-4-yl]urea hydrochloride (400 mg, 90%).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-29696fe633d2498fad682d24d391b21c
Source dataset
uspto-grants-2014_02
Patent number
US08648086B2

Reaction notes

Loading…