HCID 71201955, compound → HCID 71201954, compound

HRID 2170058Notes

Reaction equation

HRID 2170058 reaction equation
[CH2:1]([O:3][C:4]1[N:9]=[CH:8][C:7]([C@@H:10]([NH:14][C:15]([C@H:17]2[CH2:19][C@@H:18]2[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:16])[CH2:11][O:12][CH3:13])=[CH:6][CH:5]=1)[CH3:2]>C(Cl)(Cl)Cl>[CH3:13][O:12][CH2:11][C@H:10]([NH:14][C:15]([C@H:17]1[CH2:19][C@@H:18]1[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)=[O:16])[C:7]1[CH:8]=[N:9][C:4]([O:3][CH:1]2[CH2:2][CH2:1][O:3][CH2:4][CH2:2]2)=[CH:5][CH:6]=1

Participants

3

Reactant 1

HCID 71201955HCID 71201955, compound

Product 1

HCID 71201954HCID 71201954, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Prepared analogously to Compound 46 using Compound 45. Yield=343 mg (20%) as a solid. 1H NMR (400 MHz, COCl3): δ8.10-8.11 (d, J=2.4 Hz, 1H), 7.54-7.57 (m, 1H), 7.25-7.29 (m, 2H), 7.18-7.21 (m, 1H), 7.05-7.07 (m, 2H), 6.66-6.88 (t, J=4.2 Hz, 1H), 6.38-4.40 (d, J=7.2 Hz, 1H), 5.20-5.21 (m, 1H), 5.10-5.12 (m, 1H), 3.94-3.99 (m, 2H), 3.57-3.69 (m, 4H), 3.37 (s, 3H), 2.42-2.49 (m, 1H), 2.02-2.08 (m, 2H), 1.61-1.79 (m, 4H), 1.25-1.28 (m, 1H) [α]D20=159.3 (c=0.198 g/100 mL, CHCl3). LC-MS (m/z) 383.15 (MH+), tR=0.54 min (method B).

Sources & evidence

ORD record
ord-1018ab0d718241ee8b84fbfb0d1389ee
Source dataset
uspto-grants-2015_06
Patent number
US09050327B2

Reaction notes

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