HCID 12811387, compound → HCID 67682377, compound

HRID 1751547Notes

Reaction equation

HRID 1751547 reaction equation
C(OC(N1C(C(=O)NC2C=C(Br)C=CC=2N)CC2(CC2)C1)=O)C1C=CC=CC=1.[CH2:29]([O:36][C:37]([N:39]1[CH:45]([C:46](=[O:56])[NH:47][C:48]2[CH:53]=[CH:52][C:51]([Br:54])=[CH:50][C:49]=2[NH2:55])[CH2:44][C:41]2(CC2)[CH2:40]1)=[O:38])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.C(OC(N1[C@H](C(O)=O)CC2([O:73][CH2:72][CH2:71][O:70]2)C1)=O)C1C=CC=CC=1>>[NH2:55][C:49]1[CH:50]=[C:51]([Br:54])[CH:52]=[CH:53][C:48]=1[NH:47][C:46]([C@@H:45]1[CH2:44][C:41]2([O:73][CH2:72][CH2:71][O:70]2)[CH2:40][N:39]1[C:37]([O:36][CH2:29][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1)=[O:38])=[O:56]

Participants

4

Reactant 3

HCID 12811387HCID 12811387, compoundHCID 666203426-(2-Amino-4-bromo-phenylcarbamoyl)-5-aza-spiro[2.4]heptane-5-carboxylic acid benzyl esterHCID 66620480HCID 66620480, compound

Product 1

HCID 67682377HCID 67682377, compound

Procedure

Title compound was prepared in quantitative yield according to the method employed to make 6-(2-Amino-5-bromo-phenylcarbamoyl)-5-aza-spiro[2.4]heptane-5-carboxylic acid benzyl ester and 6-(2-Amino-4-bromo-phenylcarbamoyl)-5-aza-spiro[2.4]heptane-5-carboxylic acid benzyl ester, substituting (S)-5-(benzyloxycarbonyl)-5-azaspiro[2.4]heptane-6-carboxylic acid with (S)-7-(benzyloxycarbonyl)-1,4-dioxa-7-azaspiro[4.4]nonane-8-carboxylic acid (357 mg, 99%).

Sources & evidence

ORD record
ord-490f95ff264b4729966265948409ef14
Source dataset
uspto-grants-2015_10
Patent number
US09156823B2

Reaction notes

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