Ammonia methanol → HCID 18770858, compound

HRID 1169612Notes

Reaction equation

C([O:3][C:4](=O)[CH2:5][C:6]1[C:15]2[CH2:14][CH2:13][CH2:12][CH2:11][C:10]=2[CH:9]=[C:8]([N:16]2[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]2)[CH:7]=1)C.CO.[NH3:26]>>[CH3:22][N:19]1[CH2:20][CH2:21][N:16]([C:8]2[CH:7]=[C:6]([CH2:5][C:4]([NH2:26])=[O:3])[C:15]3[CH2:14][CH2:13][CH2:12][CH2:11][C:10]=3[CH:9]=2)[CH2:17][CH2:18]1

Participants

Reactant 2

HCID 21705897Ammonia methanol

HCID 59110205HCID 59110205, compound

Product 1

HCID 18770858HCID 18770858, compound

Procedure

A solution of compound of step e) (394 mg, 1.2 mmol) in methanol/NH3 (4 molar) is transferred into an autoclave and kept at 120° C. for 48 hours. After cooling the reaction is concentrated and the crude residue is purified on silica gel (methylene chloride/methanol 90/105) affording the pure title compound.

Workup

temperatureAfter cooling the reaction
concentrationis concentrated
customthe crude residue is purified on silica gel (methylene chloride/methanol 90/105)

Sources & evidence

ORD record: ord-d139c1368996437fae2169035e50c6df
Source dataset: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07825124B2

Reaction notes

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