Water → HCID 25057899, compound

HRID 1782049Notes

Reaction equation

Cl[CH2:2][C:3]([N:5]1[CH2:10][CH2:9][C:8]2([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[C:12](=[O:19])[O:11]2)[CH2:7][CH2:6]1)=[O:4].[C:20]1([CH:26]([NH2:33])[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C(N(CC)CC)C.O>CN(C=O)C>[C:27]1([CH:26]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[NH:33][CH2:2][C:3]([N:5]2[CH2:10][CH2:9][C:8]3([C:14]4[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=4[C:12](=[O:19])[O:11]3)[CH2:7][CH2:6]2)=[O:4])[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

Conditions

Temperature: 25 °C

Procedure

1′-(Chloroacetyl)-3H-spiro[2-benzofuran-1,4′-piperidine]-3-one (50 mg, 0.179 mmol)) and diphenylmethylamine (33 mg, 0.179 mmol) were dissolved in dry DMF (0.8 mL). Then triethylamine (0.074 mL, 0.536 mmol) was added and the reaction mixture was shaken at 25° C. for 2.5 days. Water (0.1 mL) was added and the whole mixture was directly purified by preparative HPLC on YMC-AQ column with a gradient of MeCN in water from 0-90% in 15 min. MS: m/z=427 [M+H]+.

Workup

customthe whole mixture was directly purified by preparative HPLC on YMC-AQ column with a gradient of MeCN in water from 0-90% in 15 min

Sources & evidence

ORD record: ord-09b1a57a01374b4bbdd4aa1797d597d4
Source dataset: uspto-grants-2009_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07498339B2

Reaction notes

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