Hydrochloric Acid → HCID 131725697, compound

HRID 1795960Notes

Reaction equation

HRID 1795960 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][N:11]([CH:21]([C:25]1[N:30]([CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:29](=[O:38])[C:28]2=[CH:39][CH:40]=[C:41]([Cl:42])[N:27]2[N:26]=1)[CH:22]1[CH2:24][CH2:23]1)[C:12](=[O:20])[C:13]1[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=1)(C)(C)C.Cl.O1CCOCC1>CCOCC>[ClH:42].[NH2:7][CH2:8][CH2:9][CH2:10][N:11]([CH:21]([C:25]1[N:30]([CH2:31][C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[C:29](=[O:38])[C:28]2=[CH:39][CH:40]=[C:41]([Cl:42])[N:27]2[N:26]=1)[CH:22]1[CH2:24][CH2:23]1)[C:12](=[O:20])[C:13]1[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 69591802HCID 69591802, compound

Product 1

HCID 131725697HCID 131725697, compoundYield 132.8%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of {3-[[(3-benzyl-7-chloro-4-oxo-3,4-dihydro-pyrrolo[2,1-f][1,2,4]triazin-2-yl)-cyclopropyl-methyl]-(4-methyl-benzoyl)-amino]-propyl}-carbamic acid tert-butyl ester (0.24 g, 0.39 mmol) and 4 N HCl in dioxane (10 mL, 16 mmol) in Et2O (10 mL) was stirred at rt for two days. After concentration, the residue was diluted with water, washed with Et2O twice and lyophilized to obtain the title compound (0.14 g, 66%): 13C NMR (D2O) δ 174.1, 155.5, 148.4, 141.0, 136.3, 132.1, 129.7, 129.5, 128.9, 127.7, 126.1, 117.7, 117.2, 111.0, 108.8, 71.7, 70.9, 60.4, 43.4, 42.4, 36.9, 28.1, 20.7, 13.3; MS (ESI+) 504.17, 506.25 (M++H).

Workup

  1. concentrationAfter concentration
  2. additionthe residue was diluted with water
  3. washwashed with Et2O twice

Sources & evidence

ORD record
ord-7a1c05cd58df40e48848a0954121bd89
Source dataset
uspto-grants-2006_04
Patent number
US07030118B2

Reaction notes

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