Chloroacetyl chloride → HCID 178520797, compound

HRID 1695670Notes

Reaction equation

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

Participants

Reactant 2

HCID 6577Chloroacetyl chloride

HCID 178507252HCID 178507252, compound

Product 1

HCID 178520797HCID 178520797, compoundYield 83.1%

Procedure

Prepared from rac-N2-chroman-4-yl-4H-benzo[d][1,3]oxazine-2,6-diamine (Example 75) (591 mg, 2.0 mmol) and chloroacetyl chloride (167 ul, 2.1 mmol) according to the procedure described for Example 3 step A. Obtained the title compound as an off-white solid (618 mg, 83%), MS (ISP) m/e=372.1 [(M+H)+] and 374 [(M+2+H)+].

Sources & evidence

ORD record: ord-179ab69981bf464e90b6fe5a8fa731d5
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163740B2

Reaction notes

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