3-[4-(1-Amino-cyclobutyl)-phenyl]-2-phenyl-7H-pyrano[2,3-e]indazol-4-one → HCID 178507117, compound

HRID 1037364Notes

Reaction equation

HRID 1037364 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:50](=[O:68])[C:51]4[C:56]([O:57][C:58]=3[C:59]3[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=3)=[C:55]3[NH:65][N:66]=[N:67][C:54]3=[CH:53][CH:52]=4)=[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:50](=[O:68])[C:51]4[C:56]([O:57][C:58]=3[C:59]3[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=3)=[C:55]3[NH:65][N:66]=[N:67][C:54]3=[CH:53][CH:52]=4)=[CH:47][CH:48]=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 178452585HCID 178452585, compound

Product 1

HCID 178507117HCID 178507117, compoundYield 22%

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-1,6-dihydro-9-oxa-1,2,3-triaza-cyclopenta[a]naphthalen-7-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester was reacted to give the title compound as a yellow solid (9 mg, 22%). 1H NMR (400 MHz, DMSO-d6): δ 7.75-7.70 (m, 2H), 7.53-7.49 (m, 2H), 7.47-7.37 (m, 5H), 7.34-7.31 (m, 2H), 2.61-2.54 (m, 2H), 2.49-2.39 (m, 2H), 2.19-2.08 (m, 1H), 1.86-1.75 (m, 1H). LCMS (Method E): RT=2.93 min, [M+H]+=409.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-11879433cced4595ba3442f5f3053b00
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

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