Formic Acid → HCID 11855598, compound

HRID 736765Notes

Reaction equation

HRID 736765 reaction equation
[NH2:1][OH:2].[CH3:3][C:4]1[CH:13]=[C:12]([CH2:14][O:15][C:16]2[CH:21]=[CH:20][C:19]([S:22]([NH:25][CH:26]3CCNC[CH:27]3[C:32](O)=[O:33])(=[O:24])=[O:23])=[CH:18][CH:17]=2)[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=1.[CH:35]([OH:37])=O>>[OH:2][NH:1][C:32]([CH:27]1[CH2:3][CH2:4][N:5]([CH:35]=[O:37])[CH2:6][CH:26]1[NH:25][S:22]([C:19]1[CH:20]=[CH:21][C:16]([O:15][CH2:14][C:12]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]=[C:4]([CH3:3])[CH:13]=2)=[CH:17][CH:18]=1)(=[O:24])=[O:23])=[O:33]

Participants

3

Reactant 2

HCID 284Formic AcidHCID 68821171HCID 68821171, compound

Product 1

HCID 11855598HCID 11855598, compound

Procedure

According to the procedure of Example 29, Step 2, 0.4 g (0.878 mmol) of 4-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonylamino]-piperidine-3-carboxylic acid hydroxylamine and formic acid gave a mixture of cis- and trans-1-formyl-3-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonyl amino]-piperidine-4-carboxylic acid hydroxyamide as an amorphous white solid (0.035 g, 8%) after reverse phase HPLC (Gilson) on a Phenomex C-18 semi-prep column, eluting with an acetonitrile:water gradient. MS: 499 (M+H)+

Workup

  1. customgave
  2. washeluting with an acetonitrile

Sources & evidence

ORD record
ord-c519940948ae45689439f9d8be558e29
Source dataset
uspto-grants-2009_09
Patent number
US07595327B2

Reaction notes

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