HCID 54320780, compound → HCID 18376089, compound

HRID 2117559Notes

Reaction equation

HRID 2117559 reaction equation
C([O:5][C:6](=[O:39])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][N:16]([S:29]([C:32]2[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=2)(=[O:31])=[O:30])[CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[S:25][CH:26]=[CH:27][N:28]=3)=[CH:20][CH:19]=2)[CH:10]=1)(C)(C)C>O1CCOCC1>[Cl:38][C:35]1[CH:36]=[CH:37][C:32]([S:29]([N:16]([CH2:15][C:11]2[CH:10]=[C:9]([CH:14]=[CH:13][CH:12]=2)[O:8][CH2:7][C:6]([OH:39])=[O:5])[CH2:17][C:18]2[CH:19]=[CH:20][C:21]([C:24]3[S:25][CH:26]=[CH:27][N:28]=3)=[CH:22][CH:23]=2)(=[O:31])=[O:30])=[CH:33][CH:34]=1

Participants

3

Reactant 1

HCID 54320780HCID 54320780, compound

Product 1

HCID 18376089HCID 18376089, compoundYield 73.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To (3-{[(4-chloro-benzenesulfonyl)-(4-thiazol-2-yl-benzyl)-amino]-methyl}-phenoxy)-acetic acid tert-butyl ester (48 mg), of Step B, was added HCI in dioxane (4M, 3 mL) at room temperature for 24 h. The reaction was concentrated in vacuo, azeotroping with CH2Cl2 to provide the title compound (32 mg). 1H NMR (400 MHz, CDCl3) δ 8.20-6.80 (m, 11H), 6.75 (s, 1H), 6.65 (s, 1H), 6.38 (s, 1H), 4.50 (s, 2H), 4.23 (s, 2H), 4.16 (s, 2H); MS 526 (M−1).

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. customazeotroping with CH2Cl2

Sources & evidence

ORD record
ord-a87e34d777e541ba85893cb6f663bcec
Source dataset
uspto-grants-2008_10
Patent number
US07442702B2

Reaction notes

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