Sodium Bicarbonate → N-[3-(3-cyanophenyl)-1H-indazol-5-yl]-2-methylsulfonylbenzenesulfonamide

HRID 25425

반응식

HRID 25425 반응식
I[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([NH:11][S:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[S:21]([CH3:24])(=[O:23])=[O:22])(=[O:14])=[O:13])[CH:9]=2)[N:4](C(OC(C)(C)C)=O)[N:3]=1.[C:32]([C:34]1[CH:35]=[C:36](B(O)O)[CH:37]=[CH:38][CH:39]=1)#[N:33].C(=O)([O-])O.[Na+]>CN(C)C=O>[C:32]([C:34]1[CH:39]=[C:38]([C:2]2[C:10]3[C:5](=[CH:6][CH:7]=[C:8]([NH:11][S:12]([C:15]4[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=4[S:21]([CH3:24])(=[O:23])=[O:22])(=[O:13])=[O:14])[CH:9]=3)[NH:4][N:3]=2)[CH:37]=[CH:36][CH:35]=1)#[N:33]

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 27343253-Cyanophenylboronic acidHCID 22567134Tert-butyl 3-iodo-5-(2-methylsulfonylbenzenesulfonylamino)indazole-1-carboxylate

생성물 1

HCID 22567124N-[3-(3-cyanophenyl)-1H-indazol-5-yl]-2-methylsulfonylbenzenesulfonamide수율 3.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

N-[3-(3-Cyanophenyl)-1H-indazol-5-yl]-2-methylsulfonylbenzenesulfonamide can be obtained as described in Example 59 from 0.75 g of tert-butyl 3-iodo-5-(2-methylsulfonylbenzenesulfonylamino)indazole-1-carboxylate, 380 mg of 3-cyanophenylboronic acid, 30 ml of dimethylformamide, 2.85 ml of a saturated aqueous sodium hydrogencarbonate solution and 37 mg of tetrakis(triphenylphosphine)palladium[0]. 20 mg of N-[3-(3-cyanophenyl)-1 H-indazol-5-yl]-2-methylsulfonylbenzenesulfonamide are thus obtained in the form of a white solid melting at 240° C. (analysis C21H16N4O4S2.H2O % calculated C, 53.61; H, 3.86; N, 11.91; O, 17.00; S, 13.63. % found C, 53.95; H, 3.85; N, 11.68; S, 13.18).

출처 및 근거

ORD 기록
ord-bf6cdc24d5e74c17bba97cc78e861623
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06858638B2

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