HCID 66717432, compound → HCID 86651791, compound

HRID 2359806Notes

Reaction equation

HRID 2359806 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.[C:36](OC(=O)CN(C(OC(C)(C)C)=O)C1C=CC=C(C(S(C2C=CC=CN=2)(=O)=O)NCC2C=CC(C3SC=CN=3)=CC=2)N=1)(C)(C)[CH3:37]>>[CH2:36]([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)[CH3:37]

Participants

3

Reactant 2

HCID 66717432HCID 66717432, compoundHCID 86651779HCID 86651779, compound

Product 1

HCID 86651791HCID 86651791, compoundYield 95%

Procedure

Reaction was carried out in the same manner as in Example 27 except for using (6-{[4-(pyrazol-1-yl)benzyl](pyridin-3-ylsulfonyl)aminomethyl}pyridin-2-ylamino)acetic acid hydrochloride (21.6 mg, 0.0367 mmol) obtained in Example 7-(b) in place of tert-butyl[tert-butoxycarbonyl(6-{(pyridin-2-ylsulfonyl)[4-(thiazol-2-yl)benzyl]aminomethyl}pyridin-2-yl)amino]acetate. 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 (17.6 mg) as a colorless oil. (Yield: 95%)

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-004a730d78cf4779869b2c21fe2985b2
Source dataset
uspto-grants-2014_04
Patent number
US08685986B2

Reaction notes

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