Toluene → HCID 57989944, compound

HRID 1671184Notes

Reaction equation

HRID 1671184 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[S:12][C:11]([N:13]3[CH2:18][CH2:17][S:16](=[O:20])(=[O:19])[CH2:15][CH2:14]3)=[N:10][C:9]=2[C:21]2[C:22]([F:39])=[C:23]([NH:27][S:28]([C:31]3[CH:36]=[C:35]([F:37])[CH:34]=[CH:33][C:32]=3[F:38])(=[O:30])=[O:29])[CH:24]=[CH:25][CH:26]=2)[CH:5]=[CH:4][N:3]=1.[CH3:40][Zn]C.C1(C)C=CC=CC=1>>[O:19]=[S:16]1(=[O:20])[CH2:17][CH2:18][N:13]([C:11]2[S:12][C:8]([C:6]3[CH:5]=[CH:4][N:3]=[C:2]([CH3:40])[N:7]=3)=[C:9]([C:21]3[C:22]([F:39])=[C:23]([NH:27][S:28]([C:31]4[CH:36]=[C:35]([F:37])[CH:34]=[CH:33][C:32]=4[F:38])(=[O:30])=[O:29])[CH:24]=[CH:25][CH:26]=3)[N:10]=2)[CH2:14][CH2:15]1

Participants

4

Reactant 3

HCID 1140TolueneHCID 86636588HCID 86636588, compoundHCID 178477796HCID 178477796, compound

Product 1

HCID 57989944HCID 57989944, compound

Procedure

Following a procedure analogous to the procedure described in Example 25 using N-{3-[5-(2-chloro-4-pyrimidinyl)-2-(1,1-dioxido-4-thiomorpholinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluorobenzenesulfonamide (200 mg, 0.325 mmol) and 2N dimethylzinc in toluene (0.325 mL, 0.649 mmol), the title compound was obtained as a solid (110 mg, 59% yield). MS (ESI): 596 [M+H]+.

Sources & evidence

ORD record
ord-86ccbd3884df4df891e5db187cee746a
Source dataset
uspto-grants-2011_08
Patent number
US07994185B2

Reaction notes

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