Methoxyacetyl chloride → HCID 10341050, compound

HRID 1817277Notes

Reaction equation

[C:1]1([C@@H:7]([NH:9][C:10]2[N:15]=[C:14]([N:16]3[C:20]4[CH:21]=[CH:22][C:23]([NH2:25])=[CH:24][C:19]=4[N:18]=[CH:17]3)[CH:13]=[N:12][CH:11]=2)[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:26][O:27][CH2:28][C:29](Cl)=[O:30]>>[CH3:26][O:27][CH2:28][C:29]([NH:25][C:23]1[CH:22]=[CH:21][C:20]2[N:16]([C:14]3[CH:13]=[N:12][CH:11]=[C:10]([NH:9][C@H:7]([C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)[CH3:8])[N:15]=3)[CH:17]=[N:18][C:19]=2[CH:24]=1)=[O:30]

Participants

Reactant 2

HCID 96623Methoxyacetyl chloride

HCID 10314573HCID 10314573, compound

Product 1

HCID 10341050HCID 10341050, compoundYield 50%

Procedure

In a procedure analogous to example 32, reaction of 1-(6-{[(1S)-1-phenylethyl]amino}pyrazin-2-yl)-1H-benzimidazol-5-amine (33 mg, 0.10 mmol) and methoxyacetyl chloride (12 mg, 0.11 mmol) furnished the product (20 mg, 50%) after chromatography.

Sources & evidence

ORD record: ord-b5caa08d7e8145088f7400bfe75dbf14
Source dataset: uspto-grants-2009_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07598272B2

Reaction notes

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