HCID 11188844, compound → HCID 11420196, compound

HRID 2216526Notes

Reaction equation

[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:19]([CH:20]3[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]3)[N:18]=[C:17](/[CH:26]=[CH:27]/[C:28]([O:30]C)=[O:29])[C:16]=2[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(N2C(C3C=CC(OCC4C=CC=CC=4)=CC=3)=CC(/C=C/C(O)=O)=N2)CCCCC1>>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[N:19]([CH:20]3[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]3)[N:18]=[C:17](/[CH:26]=[CH:27]/[C:28]([OH:30])=[O:29])[C:16]=2[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 11188844HCID 11188844, compound

HCID 11409271HCID 11409271, compound2×

Product 1

HCID 11420196HCID 11420196, compoundYield 95%

Procedure

Acid 8.7 was prepared from ester 8.6 according to the procedure described above for the preparation acid 2.4. Thus, 8.6 (50 mg, 0.11 mmol) was saponified to yield 46 mg (95%) of 8.7. HRMS (ESI) calc'd for C31H31N2O3, 479.2335, found 479.2343 (MH+); 1H NMR (300 MHz, CDCl3) δ 7.72 (d, J=15.7, 1H), 7.46–7.21 (m, 8H), 7.12–7.08 (m, 4H), 6.97 (d, J=8.7, 2H), 6.60 (d, J=15.7, 1H), 5.06 (s, 2H), 4.04–3.97 (m, 1H), 2.10–1.85 (m, 5H), 1.65 (br s, 1H), 1.33–1.22 (m, 4H).

Sources & evidence

ORD record: ord-a140fe63490c4e64977a3d9fd21b5c6a
Source dataset: uspto-grants-2006_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07112601B2

Reaction notes

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