Hydroxylamine → HCID 11855873, compound

HRID 736774Notes

Reaction equation

C(OC([N:8]1[CH:12]2[CH2:13][CH2:14][CH:9]1[CH:10]([C:38]([OH:40])=O)[CH:11]2[NH:15][S:16]([C:19]1[CH:24]=[CH:23][C:22]([O:25][CH2:26][C:27]2[C:36]3[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=3)[N:30]=[C:29]([CH3:37])[CH:28]=2)=[CH:21][CH:20]=1)(=[O:18])=[O:17])=O)(C)(C)C.[NH2:41][OH:42].C(O)(C(F)(F)F)=O.C(Cl)Cl>>[OH:42][NH:41][C:38]([CH:10]1[CH:11]([NH:15][S:16]([C:19]2[CH:24]=[CH:23][C:22]([O:25][CH2:26][C:27]3[C:36]4[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=4)[N:30]=[C:29]([CH3:37])[CH:28]=3)=[CH:21][CH:20]=2)(=[O:17])=[O:18])[CH:12]2[NH:8][CH:9]1[CH2:14][CH2:13]2)=[O:40]

Participants

Reactant 3

HCID 787Hydroxylamine

HCID 21863450Trifluoroacetic acid methylene chloride

HCID 68819139HCID 68819139, compound

Product 1

HCID 11855873HCID 11855873, compound

Procedure

According to the procedure of Example 24, Step 3, 0.05 g (0.088 mmol) of 3-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonylamino]-7-aza-bicyclo[2.2.1]heptane-2,7-dicarboxylic acid 7-tert-butyl ester (Example 37, Step 5) and hydroxylamine, followed by treatment with TFA:CH2Cl2 (1:1, 0.2 mL) for 15 min, gave 3-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonylamino]-7-aza-bicyclo[2.2.1]heptane-2-carboxylic acid hydroxyamide as a hygroscopic solid (0.0189 g, 37.2%). MS: 483 (M+H)+

Sources & evidence

ORD record: ord-7e57d8154afe420aa01f5520d7ab764c
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07595327B2

Reaction notes

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