Indene → HCID 22633132, compound

HRID 2417396Notes

Reaction equation

C([O:8][C:9]1[C:10]([O:28][CH3:29])=[CH:11][C:12]([CH:26]=O)=[C:13]([C:15]2[CH:20]=[CH:19][C:18]([C:21]([OH:23])=[O:22])=[CH:17][C:16]=2[O:24][CH3:25])[CH:14]=1)C1C=CC=CC=1.C(OC(=O)[NH:36][CH2:37][C:38]1[CH:43]=[CH:42][C:41]([NH2:44])=[CH:40][CH:39]=1)(C)(C)C.[CH2:46]1[C:54]2[C:49](=[CH:50][CH:51]=[CH:52][CH:53]=2)[CH:48]=[CH:47]1>C(#N)C>[NH2:36][CH2:37][C:38]1[CH:39]=[C:40]2[C:41](=[CH:42][CH:43]=1)[NH:44][CH:26]([C:12]1[CH:11]=[C:10]([O:28][CH3:29])[C:9]([OH:8])=[CH:14][C:13]=1[C:15]1[CH:20]=[CH:19][C:18]([C:21]([OH:23])=[O:22])=[CH:17][C:16]=1[O:24][CH3:25])[CH:47]1[CH2:48][C:49]3[C:54]([CH:46]21)=[CH:53][CH:52]=[CH:51][CH:50]=3

Participants

Conditions

Temperature: 75 °C

Procedure

To a suspension of 5′-Benzyloxy-2′-formyl-2,4′-dimethoxy-biphenyl-4-carboxylic acid (50 mg, 0.127 mmol) and (4-Amino-benzyl)-carbamic acid tert-butyl ester (28 mg, 0.127 mmole) in 2 ml dry acetonitrile was added 30μl of indene and a catalytic amount of In(OTf)3. The reaction was sealed and heated at 75° C. for 16 h. The reaction was then allowed to cool to room temperature and then purified by HPLC. Mass spectrum 505 (M−17); in the presence of 0.1M ammonium acetate 521 (M−1) observed for negative ion mode.

Workup

customThe reaction was sealed
temperatureto cool to room temperature
custompurified by HPLC

Sources & evidence

ORD record: ord-7e7637e617ca43c185d551af2e5d7492
Source dataset: uspto-grants-2004_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06825208B2

Reaction notes

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