HCID 12746869, compound → HCID 68857609, compound

HRID 1370964Notes

Reaction equation

HRID 1370964 reaction equation
[CH2:1]([N:8]([CH2:21][C:22]1[CH:27]=[CH:26][C:25]([O:28][C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([O:35][CH2:36][C@H:37]3[CH2:41][O:40]C(C)(C)[O:38]3)[CH:30]=2)=[CH:24][CH:23]=1)[C:9]1[C:10]([CH3:20])=[C:11]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FOC(=O)C(F)(F)F>ClCCl>[CH2:1]([N:8]([CH2:21][C:22]1[CH:27]=[CH:26][C:25]([O:28][C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([O:35][CH2:36][C@H:37]([OH:38])[CH2:41][OH:40])[CH:30]=2)=[CH:24][CH:23]=1)[C:9]1[C:10]([CH3:20])=[C:11]([NH:15][S:16]([CH3:19])(=[O:17])=[O:18])[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 12746869HCID 12746869, compoundHCID 68857595HCID 68857595, compound

Product 1

HCID 68857609HCID 68857609, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The product from Example 285A was treated with tetrafluoroacetic acid (0.20 mL) and dichloromethane (1.8 mL). The reaction mixture was stirred for 3 hours at room temperature, then dried in vaccuo, and purified by HPLC to provide the titled compound. 1H NMR (500 MHz, DMSO-d6) δ8.95 (s, 1 H), 7.23 (m, 8 H), 7.04 (m, 1 H), 6.94 (m, 4 H), 6.69 (m, 1 H), 6.49 (m, 2 H), 4.06 (s, 2 H), 4.03 (s, 2 H), 3.95 (m, 1 H), 3.81 (m, 1 H), 3.75 (m, 1 H), 3.41 (m, 2 H), 2.91 (s, 3 H), 2.40 (s, 3 H); MS (APCI+) m/z 563.2 (M+H)+.

Workup

  1. customdried in vaccuo
  2. custompurified by HPLC

Sources & evidence

ORD record
ord-fd8540f7393e472b94ab2727e40d9e47
Source dataset
uspto-grants-2003_06
Patent number
US06583180B2

Reaction notes

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