3-[4-(1-Amino-cyclobutyl)-phenyl]-2-phenyl-7H-pyrano[2,3-e]indazol-4-one → HCID 178507114, compound

HRID 1037382Notes

Reaction equation

HRID 1037382 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]([C:63]([F:66])([F:65])[F:64])[NH:61][C:62]=5[C:52]=4[O:51][C:50]=3[C:67]3[CH:72]=[CH:71][CH:70]=[CH:69][CH:68]=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: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]([C:63]([F:66])([F:65])[F:64])[NH:61][C:62]=5[C:52]=4[O:51][C:50]=3[C:67]3[CH:68]=[CH:69][CH:70]=[CH:71][CH:72]=3)=[CH:45][CH:44]=2)[CH2:42][CH2:41][CH2:40]1

Participants

3

Reactant 2

HCID 510295913-[4-(1-Amino-cyclobutyl)-phenyl]-2-phenyl-7H-pyrano[2,3-e]indazol-4-oneHCID 178452583HCID 178452583, compound

Product 1

HCID 178507114HCID 178507114, compoundYield 80%

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-(6-oxo-8-phenyl-2-trifluoromethyl-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 yellow solid (25 mg, 80%). 1H NMR (400 MHz, DMSO-d6): δ 7.65 (d, J=9.0 Hz, 1H), 7.56 (d, J=9.0 Hz, 1H), 7.50-7.47 (m, 2H), 7.45-7.31 (m, 7H), 2.65-2.56 (m, 2H), 2.53-2.44 (m, 2H), 2.21-2.09 (m, 1H), 1.88-1.76 (m, 1H). LCMS (Method E): RT=3.43 min, [M+H]+=476.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-5f5b09d7fb7c481db76f03f7bbde6e38
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

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