2-Methoxyethylamine → HCID 178495944, compound

HRID 1695609Notes

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][C@H:15]3[C:24]4[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=4)[CH2:18][CH2:17][CH2:16]3)[O:12][CH2:13][C:8]=2[CH:7]=1)=[O:4].[CH3:27][O:28][CH2:29][CH2:30][NH2:31]>>[CH3:27][O:28][CH2:29][CH2:30][NH:31][CH2:2][C:3]([NH:5][C:6]1[CH:26]=[CH:25][C:9]2[N:10]=[C:11]([NH:14][C@H:15]3[C:24]4[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=4)[CH2:18][CH2:17][CH2:16]3)[O:12][CH2:13][C:8]=2[CH:7]=1)=[O:4]

Participants

Reactant 2

HCID 80182-Methoxyethylamine

HCID 178520801HCID 178520801, compound

Product 1

HCID 178495944HCID 178495944, compoundYield 94.1%

Procedure

Prepared from 2-chloro-N-{2-[(R)-(1,2,3,4-tetrahydro-naphthalen-1-yl)amino]-4H-benzo[d][1,3]oxazin-6-yl}-acetamide (Example 38 step A) (150 mg, 0.406 mmol, HPLC 1.185 min) and 2-methoxyethylamine (700 ul, 8.1 mmol) according to the procedure described for Example 3 step B. Obtained the title compound as an off-white solid (156 mg, 94%, HPLC 0.576 min), MS (ISP) m/e=409.3 [(M+H)+].

Sources & evidence

ORD record: ord-bb057e6f7ac6441bb5aa75ed32d35d23
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163740B2

Reaction notes

Loading…