Toluene → HCID 69692892, compound

HRID 1814382Notes

Reaction equation

HRID 1814382 reaction equation
C([O:5][C:6](=[O:37])[CH2:7][C@H:8]([NH:11][S:12]([C:15]1[CH:20]=[CH:19][C:18]([C:21](=[O:23])[NH2:22])=[CH:17][C:16]=1[O:24][CH2:25][CH2:26][C:27]1[CH:36]=[CH:35][CH:34]=[C:33]2[C:28]=1[CH:29]=[CH:30][CH:31]=[N:32]2)(=[O:14])=[O:13])[C:9]#[N:10])(C)(C)C.C1(C)C=CC=CC=1>C(O)(C(F)(F)F)=O.C(Cl)Cl>[C:21]([C:18]1[CH:19]=[CH:20][C:15]([S:12]([NH:11][C@H:8]([C:9]#[N:10])[CH2:7][C:6]([OH:37])=[O:5])(=[O:14])=[O:13])=[C:16]([O:24][CH2:25][CH2:26][C:27]2[CH:36]=[CH:35][CH:34]=[C:33]3[C:28]=2[CH:29]=[CH:30][CH:31]=[N:32]3)[CH:17]=1)(=[O:23])[NH2:22]

Participants

5

Reactant 2

HCID 1140TolueneHCID 69692725HCID 69692725, compound

Product 1

HCID 69692892HCID 69692892, compoundYield 106.7%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of (S)-3-[4-carbamoyl-2-(2-quinolin-5-yl-ethoxy)-benzenesulfonylamino]-3-cyano-propionic acid tert-butyl ester (0.13 g, 0.20 mmol) in TFA (2 mL) and CH2Cl2 (20 mL) was stirred for 9 h. Toluene (50 mL) was added and the solvents were removed under vacuum. The residue was lyophilized to yield 100 mg (99%) of (S)-3-[4-carbamoyl-2-(2-quinolin-5-yl-ethoxy)-benzenesulfonylamino]-3-cyano-propionic acid as a pale yellow solid. MS m/z 469.2 (M+1).

Workup

  1. customthe solvents were removed under vacuum

Sources & evidence

ORD record
ord-ba145e8fbaaf48389e3f2e2d7318bedb
Source dataset
uspto-grants-2005_04
Patent number
US06875765B2

Reaction notes

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