Hydrochloric Acid → HCID 59275741, compound

HRID 555115Notes

Reaction equation

HRID 555115 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:20]=[CH:19][C:18]([C:21]4[CH:22]=[C:23]([CH:41]=[CH:42][C:43]=4[CH3:44])[C:24]([NH:26][C:27]4([C:30]([NH:32][NH:33]C(OC(C)(C)C)=O)=[O:31])[CH2:29][CH2:28]4)=[O:25])=[CH:17][C:11]=3[C:12]=2[C:13](=[O:16])[NH:14][CH3:15])=[CH:4][CH:3]=1.Cl>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:20]=[CH:19][C:18]([C:21]4[CH:22]=[C:23]([C:24](=[O:25])[NH:26][C:27]5([C:30]([NH:32][NH2:33])=[O:31])[CH2:28][CH2:29]5)[CH:41]=[CH:42][C:43]=4[CH3:44])=[CH:17][C:11]=3[C:12]=2[C:13]([NH:14][CH3:15])=[O:16])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 59275285HCID 59275285, compound

Product 1

HCID 59275741HCID 59275741, compound

Procedure

To tert-butyl 2-(1-(3-(2-(4-fluorophenyl)-3-(methylcarbamoyl)benzofuran-5-yl)-4-methylbenzamido)cyclopropanecarbonyl)hydrazinecarboxylate (33.1 mg, 0.055 mmol) in a round-bottom flask at r.t. under N2 was added HCl (1 ml, 4.00 mmol, 4 M in 1,4-dioxane). The mixture was stirred at r.t. for four hours. The mixture was evaporated, and the crude hydrochloride salt used without further purification. LC/MS were performed by using Shimadzu-VP instrument with UV detection at 220 nm and Waters MICROMASS®. HPLC method: Solvent A=10% MeOH-90% H2O-0.1% TFA, Solvent B=90% MeOH-10% H2O-0.1% TFA, Start % B=0, Final % B=100, Gradient time=2 min, Stop time=3 min, Flow Rate=5 ml/min, Column: PHENOMENEX® Luna, 3.0×50 mm, S10; (ES+) m/z (M+H)+=501.06, HPLC Rt=1.483 min.

Workup

  1. customThe mixture was evaporated
  2. customthe crude hydrochloride salt used without further purification
  3. customB=100, Gradient time=2 min
  4. customtime=3 min, Flow Rate=5 ml/min, Column

Sources & evidence

ORD record
ord-22b7196169dd4c54866e0b7092cc2149
Source dataset
uspto-grants-2011_11
Patent number
US08048887B2

Reaction notes

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