Triethylamine → 4-(2-Chloro-6-fluorobenzyl)-2-(3,4-dimethoxyphenyl)-2H-pyrido[2,3-e][1,2,4]thiadiazin-3(4H)-one 1,1-dioxide

HRID 1772965Notes

Reaction equation

HRID 1772965 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=1[CH2:4][NH2:5].C(N1C=CN=C1)(N1C=CN=C1)=O.C(N(CC)CC)C.[CH3:30][O:31][C:32]1[CH:33]=[C:34]([N:40]2[C:45](=[O:46])N(CC3C(F)=CC(F)=CC=3F)[C:43]3[N:57]=[CH:58][CH:59]=[CH:60][C:42]=3[S:41]2(=[O:62])=[O:61])[CH:35]=[CH:36][C:37]=1[O:38][CH3:39]>>[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=1[CH2:4][N:5]1[C:43]2[N:57]=[CH:58][CH:59]=[CH:60][C:42]=2[S:41](=[O:62])(=[O:61])[N:40]([C:34]2[CH:35]=[CH:36][C:37]([O:38][CH3:39])=[C:32]([O:31][CH3:30])[CH:33]=2)[C:45]1=[O:46]

Participants

5

Reactant 4

HCID 8471TriethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 848332-Chloro-6-fluorobenzylamineHCID 727219842-(3,4-dimethoxyphenyl)-4-(2,4,6-trifluorobenzyl)-2H-pyrido[2,3-e][1,2,4]thiadiazin-3(4H)-one 1,1-dioxide

Product 1

HCID 1180461764-(2-Chloro-6-fluorobenzyl)-2-(3,4-dimethoxyphenyl)-2H-pyrido[2,3-e][1,2,4]thiadiazin-3(4H)-one 1,1-dioxide

Procedure

The title compound (48 mg, 0.10 mmol) was prepared in two steps from (IntC1) (82 mg, 0.25 mmol) and 2-chloro-6-fluorobenzyl amine (0.1 mL, 0.75 mmol); followed by 1,1′-carbonyldiimidazole (191 mg, 1.18 mmol) and triethylamine (0.08 mL, 0.59 mmol) using the methods of (93).

Sources & evidence

ORD record
ord-20985f9524bb4e8c93a7a26ea48d1817
Source dataset
uspto-grants-2016_02
Patent number
US09249160B2

Reaction notes

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