Phenyl isocyanate → HCID 59490494, compound

HRID 2383456Notes

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([N:34]=[C:35]=[O:36])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>>[C:28]1([NH:34][C:35]([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])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

Reactant 2

HCID 7672Phenyl isocyanate

HCID 136346385HCID 136346385, compound

Product 1

HCID 59490494HCID 59490494, compoundYield 31%

Procedure

The compound N-phenyl-6,7-dihydropyrazolo[4′,3′:5,6]pyrido[3,4-d][1]benzazepine-8(3H)-carboxamide was prepared using 3-(4-methoxybenzyl)-3,6,7,8-tetrahydropyrazolo[4′,3′:5,6]pyrido[3,4-d][1]benzazepine and phenyl isocyanate as described in the two step general procedure L to give the desired compound as an off-white solid (0.048 g, 31%). M.p.>140° C.; 1H NMR (CDCl3, 400 MHz) δ 11.35 (brs, 1H), 8.08 (s, 1H), 8.00 (s, 1H), 7.99 (m, 1H), 7.68-7.60 (m, 2H), 7.46 (dd, J1=1.6 Hz, J2=7.2 Hz, 1H), 7.15-7.06 (m, 4H), 6.90 (m, 1H), 5.97 (s, 1H), 4.75 (m, 1H), 3.77 (m, 1H), 2.90 (m, 2H); LCMS [M+H]: 356.

Workup

customThe compound N-phenyl-6,7-dihydropyrazolo[4′,3′:5,6]pyrido[3,4-d][1]benzazepine-8(3H)-carboxamide was prepared

Sources & evidence

ORD record: ord-8599887753b54e5081f5cecd10bdf351
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08263610B2

Reaction notes

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