Chloroacetyl chloride → HCID 178488342, compound

HRID 1695621Notes

Reaction equation

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

Participants

Reactant 2

HCID 6577Chloroacetyl chloride

HCID 178488335HCID 178488335, compound

Product 1

HCID 178488342HCID 178488342, compoundYield 97.2%

Procedure

Prepared from rac-N2-(7-methoxy-indan-1-yl)-4H-benzo[d][1,3]oxazine-2,6-diamine (Example 10) (620 mg, 2.00 mmol) and chloroacetyl chloride (168 ul, 2.10 mmol) according to the procedure described for Example 3 step A. Obtained the title compound as a light yellow solid (750 mg, 97%), MS (ISP) m/e=386.1 [(M+H)+] and 388 [(M+2+H)+].

Sources & evidence

ORD record: ord-1c0dd7a7092445f19390b9d24b36415b
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163740B2

Reaction notes

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