3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6-carbaldehyde → HCID 178466160, compound

HRID 1012925Notes

Reaction equation

[CH2:1]([O:3][C:4]1[C:9]2[N:10]=[CH:11][S:12][C:8]=2[CH:7]=[CH:6][CH:5]=1)[CH3:2].C(O[C:18](=O)[NH:19][C@H:20]1[CH2:25][CH2:24][C@H:23]([C:26](=[O:31])N(OC)C)[CH2:22][CH2:21]1)(C)(C)C.[O:33]=[C:34]1[NH:39][C:38]2[CH:40]=[C:41](C=O)[CH:42]=[CH:43][C:37]=2[O:36][CH2:35]1>>[CH2:1]([O:3][C:4]1[C:9]2[N:10]=[C:11]([C:26]([C@H:23]3[CH2:22][CH2:21][C@H:20]([NH:19][CH2:18][C:41]4[CH:42]=[CH:43][C:37]5[O:36][CH2:35][C:34](=[O:33])[NH:39][C:38]=5[CH:40]=4)[CH2:25][CH2:24]3)=[O:31])[S:12][C:8]=2[CH:7]=[CH:6][CH:5]=1)[CH3:2]

Participants

Reactant 3

HCID 107736383-oxo-3,4-dihydro-2H-1,4-benzoxazine-6-carbaldehyde

HCID 22218898HCID 22218898, compound

HCID 178502731HCID 178502731, compound

Product 1

HCID 178466160HCID 178466160, compound

Procedure

The title compound was prepared according to the same protocol as that described for example 1, steps 1.a to 1.c, starting from 4-ethoxy-benzothiazole (5 mmol), [trans-4-(methoxy-methyl-carbamoyl)-cyclohexyl]-carbamic acid tert-butyl ester (2.5 mmol) and 3-oxo-3,4-dihydro-2H-benzo[1,4]oxazine-6-carbaldehyde (0.3 mmol). A yellowish solid (9 mg) was obtained.

Sources & evidence

ORD record: ord-abbd24cdbabb449baab03d1664403dee
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07981886B2

Reaction notes

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