2-(Methoxymethyl)-2'-methylbiphenyl-4-carboxylic acid → HCID 86761584, compound

HRID 219993Notes

Reaction equation

HRID 219993 reaction equation
[NH2:1][C:2](=[N:21][OH:22])[C:3]1[CH:4]=[C:5]([CH:18]=[CH:19][CH:20]=1)[CH2:6][N:7]([CH2:15][CH2:16][OH:17])[C:8](=[O:14])[O:9][C:10]([CH3:13])([CH3:12])[CH3:11].[CH3:23][O:24][CH2:25][C:26]1[CH:31]=[C:30]([C:32](O)=O)[CH:29]=[CH:28][C:27]=1[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=1[CH3:41]>>[OH:17][CH2:16][CH2:15][N:7]([CH2:6][C:5]1[CH:18]=[CH:19][CH:20]=[C:3]([C:2]2[N:1]=[C:32]([C:30]3[CH:29]=[CH:28][C:27]([C:35]4[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=4[CH3:41])=[C:26]([CH2:25][O:24][CH3:23])[CH:31]=3)[O:22][N:21]=2)[CH:4]=1)[C:8](=[O:14])[O:9][C:10]([CH3:12])([CH3:13])[CH3:11]

Participants

3

Reactant 2

HCID 594958222-(Methoxymethyl)-2'-methylbiphenyl-4-carboxylic acidHCID 72307481HCID 72307481, compound

Product 1

HCID 86761584HCID 86761584, compound

Procedure

The title compound was prepared following procedure described for example 141, step 1, but starting from Intermediate 69 (185.62 mg; 0.60 mmol) and Intermediate 28 (161.47 mg; 0.63 mmol), the crude mixture was purified by flash chromatography (cHex/(DCM/EtOAc 1:1) to afford the title compound as a colorless oil. 1H NMR (CDCl3, 300 MHz) δ 8.43 (d, J=1.4 Hz, 1H), 8.17 (dd, J=7.9, 1.9 Hz, 1H), 8.13-8.11 (m, 2H), 7.50 (t, J=8.0 Hz, 1H), 7.43-7.41 (m, 1H), 7.36-7.24 (m, 4H), 7.13 (d, J=7.1 Hz, 1H), 4.58 (s, 2H), 4.23 (s, 2H), 3.73 (br s, 2H), 3.46 (br s, 2H), 3.33 (s, 3H), 2.08 (s, 3H), 1.52 (s, 9H). LC/MS (Method B): 530.4 (M+H)+. HPLC (Method A) Rt 5.91 min (Purity: 96.0%).

Workup

  1. customThe title compound was prepared following procedure
  2. customthe crude mixture was purified by flash chromatography (cHex/(DCM/EtOAc 1:1)

Sources & evidence

ORD record
ord-b40e9a9773154aea966e9ed1e240c2d8
Source dataset
uspto-grants-2012_06
Patent number
US08202865B2

Reaction notes

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