Chloroacetyl chloride → HCID 178520795, compound

HRID 1695623Notes

Reaction equation

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

Participants

Reactant 2

HCID 6577Chloroacetyl chloride

HCID 178507248HCID 178507248, compound

Product 1

HCID 178520795HCID 178520795, compoundYield 98%

Procedure

Prepared from rac-N2-(5-fluoro-indan-1-yl)-4H-benzo[d][1,3]oxazine-2,6-diamine (Example 11) (300 mg, 1.01 mmol) and chloroacetyl chloride (85 ul, 1.06 mmol) according to the procedure described for Example 3 step A. Obtained the title compound as a light brown foam (370 mg, 98%), MS (ISP) m/e=374.2 [(M+H)+] and 376 [(M+2+H)+].

Sources & evidence

ORD record: ord-d466e9800f6f4f8ab1ee230e1af8535d
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163740B2

Reaction notes

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