Ammonia → HCID 22908994, compound

HRID 1378986Notes

Reaction equation

[CH2:1]([N:3]1[C:12](=[O:13])[C:11]2[N:10]([CH3:14])[C:9](/[CH:15]=[CH:16]/[C:17]3[C:18]([S:25](O)(=[O:27])=[O:26])=[CH:19][CH:20]=[C:21]([O:23][CH3:24])[CH:22]=3)=[N:8][C:7]=2[N:6]([CH2:29][CH3:30])[C:4]1=[O:5])[CH3:2].[NH3:31]>>[CH2:1]([N:3]1[C:12](=[O:13])[C:11]2[N:10]([CH3:14])[C:9](/[CH:15]=[CH:16]/[C:17]3[C:18]([S:25]([NH2:31])(=[O:27])=[O:26])=[CH:19][CH:20]=[C:21]([O:23][CH3:24])[CH:22]=3)=[N:8][C:7]=2[N:6]([CH2:29][CH3:30])[C:4]1=[O:5])[CH3:2]

Participants

Reactant 2

HCID 222Ammonia

HCID 22908999HCID 22908999, compound

Product 1

HCID 22908994HCID 22908994, compoundYield 6%

Procedure

Substantially the same procedure as in Example 2 was repeated using 1.00 g (2.30 mmol) of Compound 16 obtained in Example 15 and 0.7 ml of conc. aqueous ammonia. The resulting crude crystals were purified by high performance liquid chromatography (column: YMC-pack, SH-365-10, 30 i.d.×500 mm, eluent: 40% acetonitrile/water, flow rate: 40 ml/min) to give 55 mg (yield 6%) of Compound 17 as a pale yellow powder.

Workup

customThe resulting crude crystals were purified by high performance liquid chromatography (column: YMC-pack, SH-365-10, 30 i.d.×500 mm, eluent: 40% acetonitrile/water, flow rate: 40 ml/min)

Sources & evidence

ORD record: ord-fc1e3dd2a10140f695fb72c1719f4e1f
Source dataset: uspto-grants-1997_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05670498

Reaction notes

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