Dichloroacetyl chloride → HCID 118519597, compound

HRID 1050204Notes

Reaction equation

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

Participants

Reactant 2

HCID 6593Dichloroacetyl chloride

HCID 90295505HCID 90295505, compound

Product 1

HCID 118519597HCID 118519597, compoundYield 37%

Procedure

Using compound (3S,3 aS)-3-aminomethyl-7-(3-oxomorpholin-4-yl)-3a,4-dihydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-1 (3H)-one (the product of step (e) in Example 1) (40 mg, 0.178 mmol) and 2,2-dichloro acetyl chloride (27.6 mg, 0.188 mmol) as starting materials, preparation following the method as described in Example 1(f) afforded white solid 20 mg, yield: 37%.

Workup

custommaterials, preparation

Sources & evidence

ORD record: ord-d2f81429a57d4603b273252f3d61e778
Source dataset: uspto-grants-2016_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09382265B2

Reaction notes

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