m-Chloroperbenzoic acid → HCID 178512310, compound

HRID 342644Notes

Reaction equation

HRID 342644 reaction equation
[CH2:1]([NH:8][C:9]([NH:13][C:14]1[CH:19]=[CH:18][C:17]([C@H:20]([C:28]2[CH:33]=[CH:32][C:31]([O:34][CH:35]([F:37])[F:36])=[C:30]([O:38][CH:39]([F:41])[F:40])[CH:29]=2)[CH2:21][C:22]2[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=2)=[CH:16][CH:15]=1)=[N:10][C:11]#[N:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClC1C=CC=C(C(OO)=[O:50])C=1>>[CH2:1]([NH:8][C:9]([NH:13][C:14]1[CH:19]=[CH:18][C:17]([C@H:20]([C:28]2[CH:33]=[CH:32][C:31]([O:34][CH:35]([F:36])[F:37])=[C:30]([O:38][CH:39]([F:41])[F:40])[CH:29]=2)[CH2:21][C:22]2[CH:23]=[CH:24][N+:25]([O-:50])=[CH:26][CH:27]=2)=[CH:16][CH:15]=1)=[N:10][C:11]#[N:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 178512309HCID 178512309, compound

Product 1

HCID 178512310HCID 178512310, compound

Procedure

From the compound of Example 11 (340 mg, 0.62 mmol) and 50% m-chloroperbenzoic acid as a white solid (200 mg). 1Hnmr (300 MHz, CDCl3) δ 3.27 (2H, d, J 8.0 Hz), 4.14 (1H, t, J 7.86 Hz), 4.48 (2H, d, J 5.72 Hz), 5.29 (1H, br), 6.48 (2H, t, J 73.49 Hz), 6.85 (2H, d, J 7.02 Hz), 7.00 (1H, dd, J 2.19, 8.43 Hz), 7.06 (1H, br), 7.12-7.34 (1OH, c), 7.50 (1H, br) and 7.98 (2H, d, J 7.03 Hz). m/z (ESI, 60V) 580 (MH+, 85), 538 (100), 429 (41).

Sources & evidence

ORD record
ord-97925db6239b4f739e1274898fe93e2b
Source dataset
uspto-grants-1999_01
Patent number
US05859034

Reaction notes

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