Trifluoroacetic acid → HCID 22147944, compound

HRID 1823901Notes

Reaction equation

HRID 1823901 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9](=[O:31])[NH:10][CH:11]([C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([Cl:30])[CH:25]=1)[C:12](=[O:23])[NH:13][C:14]1[CH:15]=[C:16]2[C:20](=[CH:21][CH:22]=1)[NH:19][N:18]=[CH:17]2)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH2:7][CH2:8][C:9]([NH:10][CH:11]([C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([Cl:30])[CH:25]=1)[C:12]([NH:13][C:14]1[CH:15]=[C:16]2[C:20](=[CH:21][CH:22]=1)[NH:19][N:18]=[CH:17]2)=[O:23])=[O:31]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 23571043HCID 23571043, compound

Product 1

HCID 22147944HCID 22147944, compoundYield 27.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of ({[(3-chloro-phenyl)-(1H-indazol-5-ylcarbamoyl)-methyl]-carbamoyl}-methyl)-carbamic acid tert-butyl ester (0.09 mmol) in dichloromethane (2.5 mL) at 0° C. was added trifluoroacetic acid (2.5 mL) and the reaction mixture was stirred for 1 hour. The reaction mixture was concentrated in vacuo to afford compound the title compound (9 mg, 24%). 1H NMR (400 MHz, DMSO-d6) δ 3.8(2H, m), 5.8(1H, m), 7.4–7.7(5H, m), 7.9–8.2(4H, m), 9.3–9.4(1H, m), 10.6 (1H, s), 13.0(1H, br s); MS (ES+): m/e=358.3(40%), 134.3(100%).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-398d96838c1145e5a0be0ecd6e22337d
Source dataset
uspto-grants-2006_05
Patent number
US07041687B2

Reaction notes

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