Sodium Hydroxide → HCID 68517989, compound

HRID 1948333Notes

Reaction equation

HRID 1948333 reaction equation
[OH-].[Na+:2].[Cl:3][C:4]1[C:8]([Cl:9])=[C:7]([CH3:10])[NH:6][C:5]=1[C:11]([NH:13][C@@H:14]1[CH2:19][CH2:18][N:17]([C:20]2[S:21][C:22]([C:32]([OH:34])=[O:33])=[C:23]([C:25]([NH:27][CH2:28][CH2:29][O:30][CH3:31])=[O:26])[N:24]=2)[CH2:16][C@@H:15]1[O:35][CH3:36])=[O:12]>CO>[Cl:3][C:4]1[C:8]([Cl:9])=[C:7]([CH3:10])[NH:6][C:5]=1[C:11]([NH:13][C@@H:14]1[CH2:19][CH2:18][N:17]([C:20]2[S:21][C:22]([C:32]([O-:34])=[O:33])=[C:23]([C:25]([NH:27][CH2:28][CH2:29][O:30][CH3:31])=[O:26])[N:24]=2)[CH2:16][C@@H:15]1[O:35][CH3:36])=[O:12].[Na+:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 11995989HCID 11995989, compound

Product 1

HCID 68517989HCID 68517989, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium hydroxide (0.056 mL, 0.056 mmol, Acros 1N) was added to a suspension of 2-((3S,4R)-4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-4-{[(2-methoxyethyl)amino]carbonyl}-1,3-thiazole-5-carboxylic acid (0.03 g, 0.056 mmol, Example 387) in methanol (5 mL). After stirring five minutes the reaction was homogeneous. The reaction mixture was concentrated and the resulting white solid was dried overnight (0.030 g). MS (ES) MH+: 534 for C20H24C2N5O6SNa; NMR: 1.73 (s, 2 H) 2.19 (s, 3 H) 3.24 (s, 3 H) 3.32 (s, 2 H) 3.36 (s, 3 H) 3.51 (s, 1 H) 3.84 (s, 1 H) 4.22 (d, 2 H) 7.17 (d, 1 H) 12.17 (s, 1 H) 13.26 (s, 1 H).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe resulting white solid was dried overnight (0.030 g)

Sources & evidence

ORD record
ord-ce62a15a16d147cba04d4d81ad13a42f
Source dataset
uspto-grants-2013_03
Patent number
US08399489B2

Reaction notes

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