Pyridine-3-sulfonyl chloride → HCID 57989725, compound

HRID 1671163Notes

Reaction equation

HRID 1671163 reaction equation
ClC1N=C(C2SC(C(C)C)=NC=2C2C=C(NS(C3C(F)=CC=CC=3F)(=O)=O)C=CC=2)C=CN=1.[NH2:34][C:35]1[C:36]([F:57])=[C:37]([C:41]2[N:42]=[C:43]([C:53]([CH3:56])([CH3:55])[CH3:54])[S:44][C:45]=2[C:46]2[CH:51]=[CH:50][N:49]=[C:48]([NH2:52])[N:47]=2)[CH:38]=[CH:39][CH:40]=1.[N:58]1[CH:63]=[CH:62][CH:61]=[C:60]([S:64](Cl)(=[O:66])=[O:65])[CH:59]=1>>[NH2:52][C:48]1[N:47]=[C:46]([C:45]2[S:44][C:43]([C:53]([CH3:54])([CH3:56])[CH3:55])=[N:42][C:41]=2[C:37]2[C:36]([F:57])=[C:35]([NH:34][S:64]([C:60]3[CH:59]=[N:58][CH:63]=[CH:62][CH:61]=3)(=[O:66])=[O:65])[CH:40]=[CH:39][CH:38]=2)[CH:51]=[CH:50][N:49]=1

Participants

4

Reactant 3

HCID 3164136Pyridine-3-sulfonyl chlorideHCID 579897094-[4-(3-Amino-2-fluorophenyl)-2-(1,1-dimethylethyl)-1,3-thiazol-5-yl]-2-pyrimidinamineHCID 57990030N-{3-[5-(2-chloro-4-pyrimidinyl)-2-(1-methylethyl)-1,3-thiazol-4-yl]phenyl}-2,6-difluorobenzenesulfonamide

Product 1

HCID 57989725HCID 57989725, compound

Procedure

Following a procedure analogous to the procedure described in Intermediate 14 using 4-[4-(3-amino-2-fluorophenyl)-2-(1,1-dimethylethyl)-1,3-thiazol-5-yl]-2-pyrimidinamine (100 mg, 0.291 mmol) and 3-pyridinesulfonyl chloride (94 mL, 0.430 mmol), the title compound was obtained as a tan solid (34 mg, 24% yield). MS (ESI): 485.0 [M+H]+.

Sources & evidence

ORD record
ord-eb1fe5a4b7b24b379079ed7ff70d0b97
Source dataset
uspto-grants-2011_08
Patent number
US07994185B2

Reaction notes

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