HCID 71558469, compound → HCID 71559221, compound

HRID 2203455Notes

Reaction equation

HRID 2203455 reaction equation
ClC1C=CC(O)=C(C2C=NN3C=CC=NC=23)C=1.[NH2:18][C:19]1[C:23]2[CH:24]=[C:25]([C:28]3[C:29](=[O:62])[N:30]([C:34]4[C:39]([F:40])=[CH:38][C:37]([S:41]([N:44](CC5C=CC(OC)=CC=5OC)[C:45]5[S:49][N:48]=[CH:47][N:46]=5)(=[O:43])=[O:42])=[C:36]([F:61])[CH:35]=4)[CH:31]=[CH:32][CH:33]=3)[CH:26]=[CH:27][C:22]=2[O:21][N:20]=1>>[NH2:18][C:19]1[C:23]2[CH:24]=[C:25]([C:28]3[C:29](=[O:62])[N:30]([C:34]4[C:39]([F:40])=[CH:38][C:37]([S:41]([NH:44][C:45]5[S:49][N:48]=[CH:47][N:46]=5)(=[O:43])=[O:42])=[C:36]([F:61])[CH:35]=4)[CH:31]=[CH:32][CH:33]=3)[CH:26]=[CH:27][C:22]=2[O:21][N:20]=1

Participants

3

Reactant 2

HCID 71558469HCID 71558469, compoundHCID 89544255HCID 89544255, compound

Product 1

HCID 71559221HCID 71559221, compoundYield 23%

Procedure

Following the procedure as described in EXAMPLE 44, making non-critical variations to replace 4-chloro-2-(pyrazolo[1,5-a]pyrimidin-3-yl)phenol with 4-(3-(3-aminobenzo[d]isoxazol-5-yl)-2-oxopyridin-1(2H)-yl)-N-(2,4-dimethoxybenzyl)-2,5-difluoro-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide, 4-(3-(3-aminobenzo[d]isoxazol-5-yl)-2-oxopyridin-1(2H)-yl)-2,5-difluoro-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide was obtained as a colorless solid in 23% yield (0.04 g): 1H NMR (300 MHz, DMSO-d6) δ 8.22 (d, J=1.4 Hz, 1H), 8.04 (s, 1H), 7.82-7.67 (m, 5H), 7.46 (d, J=8.8 Hz, 1H), 6.51 (dd, J=6.9, 6.9 Hz, 1H), 6.45 (br s, 2H); MS (ES+) m/z 502.7 (M+1).

Sources & evidence

ORD record
ord-0aa8bc6899364554961af0c06b64db0f
Source dataset
uspto-grants-2016_06
Patent number
US09365578B2

Reaction notes

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