Bromopinacolone → HCID 69693729, compound

HRID 1979471Notes

Reaction equation

HRID 1979471 reaction equation
[O:1]=[C:2]1[NH:8][C:7]2[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=2[N:5]([CH2:13][C:14]2[C@H:15]3[CH2:20][CH:17]([CH2:18][CH:19]=2)[C:16]3([CH3:22])[CH3:21])[CH2:4][C@H:3]1[NH:23][C:24]([NH:26][C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH:28]=1)=[O:25].Br[CH2:41][C:42]([C:44]([CH3:47])([CH3:46])[CH3:45])=[O:43]>CN(C)C(=O)C>[C:44]([C:42]([CH2:41][N:8]1[C:7]2[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=2[N:5]([CH2:13][C:14]2[C@H:15]3[CH2:20][CH:17]([CH2:18][CH:19]=2)[C:16]3([CH3:21])[CH3:22])[CH2:4][C@@H:3]([NH:23][C:24]([NH:26][C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH:28]=2)=[O:25])[C:2]1=[O:1])=[O:43])([CH3:47])([CH3:46])[CH3:45]

Participants

4

Reactant 2

HCID 21642BromopinacoloneHCID 69693428HCID 69693428, compound

Product 1

HCID 69693729HCID 69693729, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

Step 2 of Example 1 was repeated except that 1-[(3R)-2-oxo-5-[(1S)-2-pinen-10-yl]-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl]-3-(3-tert-butoxycarbonylphenyl)urea was used instead of 2-oxo-3-tert-butoxycarbonylamino-5-pivaloyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine, that bromomethyl-tert-butylketone was used instead of 2-bromo-2′-methylacetophenone, and that N,N-dimethyl acetamide was used instead of tetrahydrofuran as solvent, to thereby obtain the title compound.

Sources & evidence

ORD record
ord-2ecc6db089ab400da885e2d43cd2de15
Source dataset
uspto-grants-2001_05
Patent number
US06239131B1

Reaction notes

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