HCID 66977590, compound → HCID 46842479, compound

HRID 383255Notes

Reaction equation

HRID 383255 reaction equation
[NH:1]1[C:9]2[C:4](=[C:5]([C:10]3[N:11]=[C:12]([N:35]4[CH2:40][CH2:39][O:38][CH2:37][CH2:36]4)[C:13]4[S:18][C:17]([CH2:19][N:20]([CH2:32][CH2:33][OH:34])[C:21]5[N:26]=[CH:25][C:24]([C:27](OCC)=[O:28])=[CH:23][N:22]=5)=[CH:16][C:14]=4[N:15]=3)[CH:6]=[CH:7][CH:8]=2)[CH:3]=[N:2]1.CO.[NH2:43][OH:44]>>[NH:1]1[C:9]2[C:4](=[C:5]([C:10]3[N:11]=[C:12]([N:35]4[CH2:36][CH2:37][O:38][CH2:39][CH2:40]4)[C:13]4[S:18][C:17]([CH2:19][N:20]([CH2:32][CH2:33][OH:34])[C:21]5[N:26]=[CH:25][C:24]([C:27]([NH:43][OH:44])=[O:28])=[CH:23][N:22]=5)=[CH:16][C:14]=4[N:15]=3)[CH:6]=[CH:7][CH:8]=2)[CH:3]=[N:2]1

Participants

3

Reactant 2

HCID 66977590HCID 66977590, compoundHCID 86645014HCID 86645014, compound

Product 1

HCID 46842479HCID 46842479, compound

Procedure

The title compound 86 was prepared (42 mg, 36%) as an off-white solid from 0505-86 (120 mg, 0.21 mmol) and freshly prepared hydroxylamine methanol solution (8.0 mL) using a procedure similar to that described for compound 3 (Example 1): m.p. 190-194° C. LCMS: 548 [M+1]+; 1H NMR (400 MHz, DMSO-d6): δ 3.64 (dd, J1=10.8 Hz, J2=5.6 Hz, 2H), 3.79 (dd, J1=8.4 Hz, J2=4.4 Hz, 6H), 3.95 (t, J=4.4 Hz, 4H), 4.85 (t, J=5.2 Hz, 1H), 5.25 (s, 2H), 7.46 (t, J=7.8 Hz, 1H), 7.57 (s, 1H), 7.66 (d, J=8.4 Hz, 1H), 8.21 (d, J=6.8 Hz, 1H), 8.74 (s, 2H), 8.87 (s, 1H), 9.07 (s, 1H), 11.13 (s, 1H), 13.20 (s, 1H).

Sources & evidence

ORD record
ord-81ec9af461ee4c32b421c42b7b20bc8c
Source dataset
uspto-grants-2013_02
Patent number
US08367663B2

Reaction notes

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