HCID 11188844, compound → HCID 11167562, compound

HRID 2216525Notes

Reaction equation

C1(N2C(C3C=CC(OCC4C=CC=CC=4)=CC=3)=CC(/C=C/C(O)=O)=N2)CCCCC1.[CH2:31]([O:38][C:39]1[CH:44]=[CH:43][C:42]([C:45]2[N:49]([CH:50]3[CH2:55][CH2:54][CH2:53][CH2:52][CH2:51]3)[N:48]=[C:47](/[CH:56]=[CH:57]/[C:58]([O:60]C)=[O:59])[C:46]=2[Br:62])=[CH:41][CH:40]=1)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>>[CH2:31]([O:38][C:39]1[CH:40]=[CH:41][C:42]([C:45]2[N:49]([CH:50]3[CH2:55][CH2:54][CH2:53][CH2:52][CH2:51]3)[N:48]=[C:47](/[CH:56]=[CH:57]/[C:58]([OH:60])=[O:59])[C:46]=2[Br:62])=[CH:43][CH:44]=1)[C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1

Participants

Reactant 2

HCID 11188844HCID 11188844, compound

HCID 11271895HCID 11271895, compound

Product 1

HCID 11167562HCID 11167562, compoundYield 99%

Procedure

Acid 8.5 was prepared from 8.4 according to the procedure described above for the preparation acid 2.4. Thus, 8.4 (47 mg, 0.095 mmol) was saponified to yield 45 mg (99%) of 8.5. HRMS (ESI) calc'd for C25H26BrN2O3 481.1127, found 481.1105 (MH+); 1H NMR (300 MHz, CDCl3) δ 7.78 (d, J=16.1,1H), 7.49–7.34 (m, 5H), 7.27 (d, J=8.8, 2H), 7.12 (d, J=8.8, 2H), 6.88 (d, J=16.1, 1H), 5.14 (s, 2H), 4.04–3.96 (m, 1H), 2.00–1.83 (m, 6H), 1.26–1.24 (m, 4H).

Workup

customAcid 8.5 was prepared from 8.4 according to the procedure

Sources & evidence

ORD record: ord-43638baad0bd420c95178102ec211a74
Source dataset: uspto-grants-2006_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07112601B2

Reaction notes

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