Benzenesulfonyl chloride → HCID 59490828, compound

HRID 2383454Notes

Reaction equation

COC1C=CC(C[N:8]2[C:12]3[N:13]=[CH:14][C:15]4[CH2:16][CH2:17][NH:18][C:19]5[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=5[C:21]=4[C:11]=3[CH:10]=[N:9]2)=CC=1.[C:28]1([S:34](Cl)(=[O:36])=[O:35])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>>[C:28]1([S:34]([N:18]2[C:19]3[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=3[C:21]3[C:11]4[CH:10]=[N:9][NH:8][C:12]=4[N:13]=[CH:14][C:15]=3[CH2:16][CH2:17]2)(=[O:36])=[O:35])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

Reactant 2

HCID 7369Benzenesulfonyl chloride

HCID 136346385HCID 136346385, compound

Product 1

HCID 59490828HCID 59490828, compound

Procedure

The compound 8-(phenylsulfonyl)-3,6,7,8-tetrahydropyrazolo[4′,3′:5,6]pyrido[3,4-d][1]benzazepine was prepared using 3-(4-methoxybenzyl)-3,6,7,8-tetrahydropyrazolo[4′,3′:5,6]pyrido[3,4-d][1]benzazepine and phenylsulfonyl chloride as described in the 2 step procedure K. The desired compound was obtained as an off-white solid (0.040 g, 18%); 1H NMR (CDCl3, 400 MHz) δ: 8.52 (s, 1H), 8.29 (m, 2H), 7.73 (m, 2H), 7.67-7.50 (m, 6H), 7.00 (dd, J1=1.2 Hz, J2=8.8 Hz, 2H), 6.51 (dd, J1=J2=8.0 Hz, 2H), 6.20 (dd, J1=J2=8.0 Hz, 1H), 4.20 (m, 1H), 3.65 (m, 1H), 2.70 (m, 2H); LCMS [M+H]: 377

Workup

customThe compound 8-(phenylsulfonyl)-3,6,7,8-tetrahydropyrazolo[4′,3′:5,6]pyrido[3,4-d][1]benzazepine was prepared

Sources & evidence

ORD record: ord-5a5fc5735c4945ee99a0aa19fa441e09
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08263610B2

Reaction notes

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