Acetonitrile → HCID 178495943, compound

HRID 1695634Notes

Reaction equation

Cl[CH2:2][C:3]([NH:5][C:6]1[CH:25]=[CH:24][C:9]2[N:10]=[C:11]([NH:14][C@H:15]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[CH2:17][CH2:16]3)[O:12][CH2:13][C:8]=2[CH:7]=1)=[O:4].[CH3:26][O:27][CH:28](N)[CH3:29].C(#[N:33])C>>[C@H:15]1([NH:14][C:11]2[O:12][CH2:13][C:8]3[CH:7]=[C:6]([NH:5][C:3](=[O:4])[CH2:2][NH:33][CH2:29][CH2:28][O:27][CH3:26])[CH:25]=[CH:24][C:9]=3[N:10]=2)[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:17][CH2:16]1

Participants

Reactant 3

HCID 6342Acetonitrile

HCID 19353429Methoxyethanamine

HCID 178520800HCID 178520800, compound

Product 1

HCID 178495943HCID 178495943, compoundYield 63%

Procedure

Prepared from 2-chloro-N-[2-((R)-indan-1-ylamino)-4H-benzo[d][1,3]oxazin-6-yl]-acetamide (Example 3 step A) (100 mg, 0.281 mmol) and 1-methoxyethylamine (0.12 ml, 1.405 mmol) in acetonitrile (1 ml) according to the procedure described for Example 3 step B. Obtained the title compound as a white solid (70 mg, 63%), MS (ISP) m/e=395.2 [(M+H)+].

Sources & evidence

ORD record: ord-09da16416d264a2ebd924f2864d40661
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163740B2

Reaction notes

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