HCID 86608970, compound → HCID 25008812, compound

HRID 1725752Notes

Reaction equation

HRID 1725752 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH2:10][C@@H:11]([O:43][C:44]([N:46]2[CH2:51][CH2:50][CH:49]([N:52]3[CH2:58][CH2:57][C:56]4[CH:59]=[CH:60][CH:61]=[CH:62][C:55]=4[NH:54][C:53]3=[O:63])[CH2:48][CH2:47]2)=[O:45])[C:12]([N:14]2[CH2:19][CH2:18][CH:17]([N:20]3[CH2:25][CH2:24][N:23](C(OCC4C5C=CC=CC=5C5C4=CC=CC=5)=O)[CH2:22][CH2:21]3)[CH2:16][CH2:15]2)=[O:13])[CH:5]=[C:6]([Br:9])[C:7]=1[OH:8]>N1CCCCC1>[O:63]=[C:53]1[N:52]([CH:49]2[CH2:48][CH2:47][N:46]([C:44]([O:43][C@H:11]([CH2:10][C:4]3[CH:5]=[C:6]([Br:9])[C:7]([OH:8])=[C:2]([Br:1])[CH:3]=3)[C:12](=[O:13])[N:14]3[CH2:19][CH2:18][CH:17]([N:20]4[CH2:21][CH2:22][NH:23][CH2:24][CH2:25]4)[CH2:16][CH2:15]3)=[O:45])[CH2:51][CH2:50]2)[CH2:58][CH2:57][C:56]2[CH:59]=[CH:60][CH:61]=[CH:62][C:55]=2[NH:54]1

Participants

3

Reactant 1

HCID 86608970HCID 86608970, compound

Product 1

HCID 25008812HCID 25008812, compound

Reagents, catalysts & solvents 1

HCID 8082PiperidineSolvent

Procedure

A solution of 200 mg (0.20 mmol) 9H-fluoren-9-ylmethyl 4-(1-{(R)-3-(3,5-dibromo-4-hydroxy-phenyl)-2-[4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carbonyloxy]-propionyl}-piperidin-4-yl)-piperazine-1-carboxylate (Example 133) in 4 mL piperidine was stirred for 30 min at RT. The reaction mixture was evaporated down i.vac. and the residue was purified by chromatography (silica gel, DCM/MeOH/NH3 80:20:2).

Workup

  1. customThe reaction mixture was evaporated down i.vac
  2. customand the residue was purified by chromatography (silica gel, DCM/MeOH/NH3 80:20:2)

Sources & evidence

ORD record
ord-7eb724bbfe4149a6bc2246bcb5f9200d
Source dataset
uspto-grants-2009_02
Patent number
US07491717B2

Reaction notes

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