3-[4-(1-Amino-cyclobutyl)-phenyl]-2-phenyl-7H-pyrano[2,3-e]indazol-4-one → HCID 178432083, compound

HRID 1037366Notes

Reaction equation

HRID 1037366 reaction equation
NC1(C2C=CC(C3C(=O)C4C(OC=3C3C=CC=CC=3)=C3C(=CC=4)NN=C3)=CC=2)CCC1.C(OC(=O)[NH:38][C:39]1([C:43]2[CH:48]=[CH:47][C:46]([C:49]3[C:54](=[O:55])[C:53]4[CH:56]=[CH:57][C:58]5[N:59]=[C:60]([CH3:63])[NH:61][C:62]=5[C:52]=4[O:51][C:50]=3[C:64]3[CH:69]=[CH:68][CH:67]=[CH:66][CH:65]=3)=[CH:45][CH:44]=2)[CH2:42][CH2:41][CH2:40]1)(C)(C)C>>[NH2:38][C:39]1([C:43]2[CH:44]=[CH:45][C:46]([C:49]3[C:54](=[O:55])[C:53]4[CH:56]=[CH:57][C:58]5[N:59]=[C:60]([CH3:63])[NH:61][C:62]=5[C:52]=4[O:51][C:50]=3[C:64]3[CH:69]=[CH:68][CH:67]=[CH:66][CH:65]=3)=[CH:47][CH:48]=2)[CH2:40][CH2:41][CH2:42]1

Participants

3

Reactant 2

HCID 510295913-[4-(1-Amino-cyclobutyl)-phenyl]-2-phenyl-7H-pyrano[2,3-e]indazol-4-oneHCID 178432084HCID 178432084, compound

Product 1

HCID 178432083HCID 178432083, compoundYield 71%

Procedure

Following the procedure used to prepare 3-[4-(1-amino-cyclobutyl)-phenyl]-2-phenyl-7H-pyrano[2,3-e]indazol-4-one, {1-[4-(2-methyl-6-oxo-8-phenyl-1,6-dihydro-chromeno[7,8-d]imidazol-7-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester was reacted to give the title compound as a beige solid (20 mg, 71%). 1H NMR (400 MHz, DMSO-d6): δ 7.85 (d, J=8.9 Hz, 1H), 7.57 (d, J=8.9 Hz, 1H), 7.50-7.45 (m, 2H), 7.44-7.34 (m, 5H), 7.17-7.13 (m, 2H), 2.59 (s, 3H), 2.40-2.32 (m, 2H), 2.11-2.02 (m, 2H), 2.02-1.93 (m, 1H), 1.70-1.60 (m, 1H). LCMS (Method E): RT=2.62 min, [M+H]+=422.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-05b2591dde7f4ca9a53cacc74ebe19c5
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

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