3-[4-(1-Amino-cyclobutyl)-phenyl]-2-phenyl-7H-pyrano[2,3-e]indazol-4-one → HCID 178507115, compound

HRID 1037384Notes

Reaction equation

HRID 1037384 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]([CH:63]([F:65])[F:64])[NH:61][C:62]=5[C:52]=4[O:51][C:50]=3[C:66]3[CH:71]=[CH:70][CH:69]=[CH:68][CH:67]=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]([CH:63]([F:65])[F:64])[NH:61][C:62]=5[C:52]=4[O:51][C:50]=3[C:66]3[CH:67]=[CH:68][CH:69]=[CH:70][CH:71]=3)=[CH:45][CH:44]=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 178452584HCID 178452584, compound

Product 1

HCID 178507115HCID 178507115, compoundYield 58%

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-difluoromethyl-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 white solid (29 mg, 58%). 1H NMR (400 MHz, DMSO-d6): δ 7.78 (d, J=8.7 Hz, 1H), 7.59 (d, J=8.7 Hz, 1H), 7.50-7.46 (m, 2H), 7.45-7.34 (m, 5H), 7.27-7.23 (m, 2H), 7.12 (t, J=53.8 Hz, 1H), 2.55-2.46 (m, 2H), 2.34-2.25 (m, 2H), 2.13-2.03 (m, 1H), 1.80-1.70 (m, 1H). LCMS (Method E): RT=3.14 min, [M+H]+=458.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-5c13eec245754bd3adf3914e5ac8d730
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

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