Trifluoroacetate → 6-hydroxy-8-{1-hydroxy-2-[1-(4-hydroxy-benzyl)-cyclopropylamino]-ethyl}-4H-benzo[1,4]oxazin-3-one

HRID 29850Notes

Reaction equation

HRID 29850 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([C:20](=[O:26])[CH:21](OCC)O)[C:12]2[O:17][CH2:16][C:15](=[O:18])[NH:14][C:13]=2[CH:19]=1)C1C=CC=CC=1.C([O:34][C:35]1[CH:45]=[CH:44][C:38]([CH2:39][C:40]2([NH2:43])[CH2:42][CH2:41]2)=[CH:37][CH:36]=1)C1C=CC=CC=1.FC(F)(F)C([O-])=O>>[OH:8][C:9]1[CH:10]=[C:11]([CH:20]([OH:26])[CH2:21][NH:43][C:40]2([CH2:39][C:38]3[CH:44]=[CH:45][C:35]([OH:34])=[CH:36][CH:37]=3)[CH2:42][CH2:41]2)[C:12]2[O:17][CH2:16][C:15](=[O:18])[NH:14][C:13]=2[CH:19]=1

Participants

4

Reactant 3

HCID 84468TrifluoroacetateHCID 22063474HCID 22063474, compoundHCID 231061211-(4-Benzyloxy-benzyl)-cyclopropylamine

Product 1

HCID 231061516-hydroxy-8-{1-hydroxy-2-[1-(4-hydroxy-benzyl)-cyclopropylamino]-ethyl}-4H-benzo[1,4]oxazin-3-one

Procedure

Prepared according to general method 3 from 357 mg (1 mmol) 6-benzyloxy-8-(2-ethoxy-2-hydroxy-acetyl)-4H-benzo[1,4]oxazin-3-one and 253 mg (1 mmol) 1-(4-benzyloxy-benzyl)-cyclopropylamine. Yield: 47 mg (10%, trifluoroacetate); mass spectroscopy: [M+H]+=371.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-b940c21174b14ac8ad833106f2147ca3
Source dataset
uspto-grants-2008_09
Patent number
US07423035B2

Reaction notes

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