Dihydro-8-chloro-2H-1,4-benzoxazine-2-carboxamide → Dihydro-8-chloro-2H-1,4-benzoxazine-2-methanamine

Reaction equation

FC1C2OC(CN)CNC=2C=CC=1.[Cl:14][C:15]1[C:24]2[O:23][CH:22]([C:25]([NH2:27])=O)[CH2:21][NH:20][C:19]=2[CH:18]=[CH:17][CH:16]=1>>[Cl:14][C:15]1[C:24]2[O:23][CH:22]([CH2:25][NH2:27])[CH2:21][NH:20][C:19]=2[CH:18]=[CH:17][CH:16]=1

Participants

Reactant 2

HCID 67496535Dihydro-8-chloro-2H-1,4-benzoxazine-2-carboxamide

HCID 67497870Dihydro-8-fluoro-2H-1,4-benzoxazine-2-methanamine

Product 1

HCID 67496530Dihydro-8-chloro-2H-1,4-benzoxazine-2-methanamine

Procedure

This compound is obtained following the same experimental conditions as those used for the synthesis of intermediate 2b but replacing 3,4-dihydro-8-fluoro-2H-1,4-benzoxazine-2-carboxamide (4b) with 3,4-dihydro-8-chloro-2H-1,4-benzoxazine-2-carboxamide (4d). The title compound of formula (2d) is obtained.

Workup

customThis compound is obtained

Sources & evidence

ORD record: ord-4643b0c15f2f4f228b1d2ac5f3c84c40
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08669250B2

Reaction notes

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