1H-imidazole-2-carbaldehyde → HCID 178520742, compound

HRID 1486203Notes

Reaction equation

HRID 1486203 reaction equation
[NH2:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([CH2:8][C:9]([NH:11][C@H:12]2[CH2:17][C:16]3[CH:18]=[CH:19][CH:20]=[C:21]([C:22]([OH:24])=[O:23])[C:15]=3[O:14][B:13]2[OH:25])=[O:10])[CH2:4][CH2:3]1.[NH:26]1[CH:30]=[CH:29][N:28]=[C:27]1[CH:31]=O>>[NH:26]1[CH:30]=[CH:29][N:28]=[C:27]1[CH2:31][N:1]([CH2:31][C:27]1[NH:26][CH:30]=[CH:29][N:28]=1)[C@H:2]1[CH2:7][CH2:6][C@H:5]([CH2:8][C:9]([NH:11][C@H:12]2[CH2:17][C:16]3[CH:18]=[CH:19][CH:20]=[C:21]([C:22]([OH:24])=[O:23])[C:15]=3[O:14][B:13]2[OH:25])=[O:10])[CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 249551H-imidazole-2-carbaldehydeHCID 178511528HCID 178511528, compound

Product 1

HCID 178520742HCID 178520742, compound

Procedure

Prepared from Prepared from (R)-3-(2-(trans-4-aminocyclohexyl)acetamido)-2-hydroxy-3,4-dihydro-2H-benzo[e][1,2]oxaborinine-8-carboxylic acid (Example 6) and 1H-imidazole-2-carbaldehyde following the procedure in Example 27. The product was purified using reverse phase HPLC to afford the titled compound. ESI-MS m/z 507 (MH)+.

Workup

  1. customPrepared
  2. customThe product was purified

Sources & evidence

ORD record
ord-d9fe9b30dc6f4ef285021e7d66a00e29
Source dataset
uspto-grants-2016_08
Patent number
US09422314B2

Reaction notes

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