Methyl iodide → {(R)-4-[(3-isopropyl-5-trifluoromethyl-benzenesulfonyl)-methyl-amino]-4,5,6,7-tetrahydro-indazol-1-yl}-acetic acid ethyl ester

HRID 1645165Notes

Reaction equation

[CH2:1]([O:3][C:4](=[O:32])[CH2:5][N:6]1[C:14]2[CH2:13][CH2:12][CH2:11][C@@H:10]([NH:15][S:16]([C:19]3[CH:24]=[C:23]([C:25]([F:28])([F:27])[F:26])[CH:22]=[C:21]([CH:29]([CH3:31])[CH3:30])[CH:20]=3)(=[O:18])=[O:17])[C:9]=2[CH:8]=[N:7]1)[CH3:2].[CH3:33]I>>[CH2:1]([O:3][C:4](=[O:32])[CH2:5][N:6]1[C:14]2[CH2:13][CH2:12][CH2:11][C@@H:10]([N:15]([S:16]([C:19]3[CH:24]=[C:23]([C:25]([F:27])([F:28])[F:26])[CH:22]=[C:21]([CH:29]([CH3:31])[CH3:30])[CH:20]=3)(=[O:18])=[O:17])[CH3:33])[C:9]=2[CH:8]=[N:7]1)[CH3:2]

Participants

Reactant 2

HCID 6328Methyl iodide

HCID 59152935(R)-[4-(3-isopropyl-5-trifluoromethyl-benzenesulfonylamino)-4,5,6,7-tetrahydro-indazol-1-yl]-acetic acid ethyl ester

Product 1

HCID 59152941{(R)-4-[(3-isopropyl-5-trifluoromethyl-benzenesulfonyl)-methyl-amino]-4,5,6,7-tetrahydro-indazol-1-yl}-acetic acid ethyl esterYield 82.9%

Procedure

Starting with [(R)-4-(3-isopropyl-5-trifluoromethyl-benzenesulfonylamino)-4,5,6,7-tetrahydro-indazol-1-yl]-acetic acid ethyl ester (Example 12-1) and methyl iodide, using the method analogous to the one described for example 2-1, {(R)-4-[(3-isopropyl-5-trifluoromethyl-benzenesulfonyl)-methyl-amino]-4,5,6,7-tetrahydro-indazol-1-yl}-acetic acid ethyl ester (30 mg, 82.9%) was obtained as an off-white semisolid. MS cald. for C22H28F3N3O4S 487, obsd. (ESI+) [(M+H)+] 488

Sources & evidence

ORD record: ord-ab49412432714506811c1c9d6ac9e691
Source dataset: uspto-grants-2012_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08124641B2

Reaction notes

Loading…