Hydrochloride methanol → HCID 21979791, compound

HRID 10499Notes

Reaction equation

HRID 10499 reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[C:7]([S:12]([N:15]([CH2:27][CH2:28][CH2:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH2:16][CH2:17][CH2:18][NH:19]C(OC(C)(C)C)=O)(=[O:14])=[O:13])[CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1.[ClH:36].CO>>[ClH:36].[NH2:1][C:2]1[C:11]2[C:6](=[C:7]([S:12]([N:15]([CH2:27][CH2:28][CH2:29][C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=3)[CH2:16][CH2:17][CH2:18][NH2:19])(=[O:14])=[O:13])[CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 21893726Hydrochloride methanolHCID 21979848N-[(1-amino-5-isoquinolyl)sulfonyl]-N'-(tert-butoxycarbonyl)-N-(3-phenylpropyl)-1,3-propylenediamine

Product 1

HCID 21979791HCID 21979791, compound

Procedure

According to the method of Example 1, Step C, deprotection was performed (5° C., 2 hours) by using Intermediate 14 (125 mg) and 10% hydrogen chloride/methanol solution (2.5 ml). The reaction mixture was cooled to room temperature, and then the solvent was evaporated under reduced pressure. The residue was added with methanol (0.5 ml) and diethyl ether (1.5 ml). The deposited precipitates were collected by filtration and washed with diethyl ether to obtain the title compound (90 mg) as white powdery solid.

Workup

  1. custom(5° C., 2 hours)
  2. customthe solvent was evaporated under reduced pressure
  3. additionThe residue was added with methanol (0.5 ml) and diethyl ether (1.5 ml)
  4. customThe deposited precipitates
  5. filtrationwere collected by filtration
  6. washwashed with diethyl ether

Sources & evidence

ORD record
ord-1f0fc8e12b234911a16444002c85ac20
Source dataset
uspto-grants-2006_08
Patent number
US07094789B2

Reaction notes

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