PyBOP → HCID 59618654, compound

HRID 1691459Notes

Reaction equation

HRID 1691459 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([N:14]2[C:20]3[CH:21]=[C:22]([C:25](O)=[O:26])[CH:23]=[CH:24][C:19]=3[NH:18][C:17]3[N:28]=[C:29]([C:32]([F:35])([F:34])[F:33])[CH:30]=[CH:31][C:16]=3[CH2:15]2)(=[O:13])=[O:12])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].Cl.C([O:44][CH:45]1[CH2:48][NH:47][CH2:46]1)C1C=CC=CC=1.C1CN([P+](ON2N=NC3C=CC=CC2=3)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F>>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([N:14]2[C:20]3[CH:21]=[C:22]([C:25]([N:47]4[CH2:48][CH:45]([OH:44])[CH2:46]4)=[O:26])[CH:23]=[CH:24][C:19]=3[NH:18][C:17]3[N:28]=[C:29]([C:32]([F:35])([F:34])[F:33])[CH:30]=[CH:31][C:16]=3[CH2:15]2)(=[O:12])=[O:13])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 2724699PyBOPHCID 467370113-(Benzyloxy)azetidine hydrochlorideHCID 66901628HCID 66901628, compound2×

Product 1

HCID 59618654HCID 59618654, compound

Procedure

6-[(4-tert-butylphenyl)sulfonyl]-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepine-8-carboxylic acid (intermediate 58, 14 mg, 0.0277 mmol) was treated with 3-benzyloxyazetidine hydrochloride (6 mg, 0.03 mmol) and PyBOP according to the procedure described in Example 13, Step A. The desired product was obtained by column chromatography on silica gel. LC/MS: m/e 651.1 (M+H)+.

Sources & evidence

ORD record
ord-154f33a875c5442ab09ce8333717c1c2
Source dataset
uspto-grants-2012_04
Patent number
US08153626B2

Reaction notes

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