Morpholine → HCID 178521231, compound

HRID 1695615Notes

Reaction equation

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

Participants

Reactant 2

HCID 8083Morpholine

HCID 178520798HCID 178520798, compound

Product 1

HCID 178521231HCID 178521231, compoundYield 100.5%

Procedure

Prepared from rac-2-chloro-N-[2-(6-fluoro-2,3-dihydro-benzofuran-3-ylamino)-4H-benzo[d][1,3]oxazin-6-yl]-acetamide (Example 42 step A) (50 mg, 0.133 mmol, HPLC 1.056 min) and morpholine (231 ul, 2.66 mmol) according to the procedure described for Example 3 step B. Obtained the title compound as a white foam (57 mg, 100%, HPLC 0.525 min 100%), MS (ISP) m/e=427.1 [(M+H)+].

Sources & evidence

ORD record: ord-e2fc207f9e4b47399cc084fdd55ddc4b
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163740B2

Reaction notes

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