HCID 66717287, compound → HCID 86651792, compound

HRID 241273Notes

Reaction equation

HRID 241273 reaction equation
Cl.[N:2]1([C:7]2[CH:35]=[CH:34][C:10]([CH2:11][CH:12]([NH:24][S:25]([C:28]3[CH:29]=[N:30][CH:31]=[CH:32][CH:33]=3)(=[O:27])=[O:26])[C:13]3[N:18]=[C:17]([NH:19][CH2:20][C:21]([OH:23])=[O:22])[CH:16]=[CH:15][CH:14]=3)=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[N:3]1.N1C=C[CH:39]=[CH:38][C:37]=1S(C(NCC1C=CC(C2SC=CN=2)=CC=1)C1N=C(NCC(O)=O)C=CC=1)(=O)=O>C(O)(C)C>[CH:38]([O:22][C:21](=[O:23])[CH2:20][NH:19][C:17]1[CH:16]=[CH:15][CH:14]=[C:13]([CH:12]([CH2:11][C:10]2[CH:9]=[CH:8][C:7]([N:2]3[CH:6]=[CH:5][CH:4]=[N:3]3)=[CH:35][CH:34]=2)[NH:24][S:25]([C:28]2[CH:29]=[N:30][CH:31]=[CH:32][CH:33]=2)(=[O:27])=[O:26])[N:18]=1)([CH3:39])[CH3:37]

Participants

4

Reactant 2

HCID 66717287HCID 66717287, compoundHCID 66717432HCID 66717432, compound

Product 1

HCID 86651792HCID 86651792, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Reaction was carried out in the same manner as in Example 29 except for using (6-{[4-(pyrazol-1-yl)benzyl](pyridin-3-ylsulfonyl)aminomethyl}pyridin-2-ylamino)-acetic acid hydrochloride (25.8 mg, 0.0439 mmol) obtained in Example 7-(b) in place of (6-{(pyridin-2-ylsulfonyl) [4-(thiazol-2-yl)benzyl]aminomethyl}pyridin-2-ylamino)-acetic acid, and using isopropanol (0.20 ml) in place of 1-hexanol. After completion of the reaction, the reaction solution was concentrated under reduced pressure, and a saturated aqueous sodium hydrogencarbonate solution was added to the residue, followed by extraction with ethyl acetate. The separated organic layer was dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure to afford the title compound (20.6 mg) as a colorless oil. (Yield: 90%)

Workup

  1. customReaction
  2. customAfter completion of the reaction
  3. concentrationthe reaction solution was concentrated under reduced pressure
  4. additiona saturated aqueous sodium hydrogencarbonate solution was added to the residue
  5. extractionfollowed by extraction with ethyl acetate
  6. dry with materialThe separated organic layer was dried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-6379e124642d4f77a78f4d4d846eeabb
Source dataset
uspto-grants-2014_02
Patent number
US08648097B2

Reaction notes

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