Cyclopropanemethanamine → HCID 86669316, compound

HRID 2042845Notes

Reaction equation

HRID 2042845 reaction equation
[Cl:1][C:2]1[C:15]([NH:16][C:17]2[NH:18][C:19]3[C:20]([N:33]=2)=[N:21][C:22]([O:28][CH2:29][CH:30]([F:32])[F:31])=[C:23]([C:25]([OH:27])=O)[CH:24]=3)=[C:14]([Cl:34])[CH:13]=[CH:12][C:3]=1[CH2:4][NH:5][C:6](=[O:11])[C:7]([CH3:10])([CH3:9])[CH3:8].[CH:35]1([CH2:38][NH2:39])[CH2:37][CH2:36]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>CN(C=O)C>[Cl:1][C:2]1[C:15]([NH:16][C:17]2[NH:18][C:19]3[C:20]([N:33]=2)=[N:21][C:22]([O:28][CH2:29][CH:30]([F:32])[F:31])=[C:23]([C:25](=[O:27])[NH:39][CH2:38][CH:35]2[CH2:37][CH2:36]2)[CH:24]=3)=[C:14]([Cl:34])[CH:13]=[CH:12][C:3]=1[CH2:4][NH:5][C:6](=[O:11])[C:7]([CH3:10])([CH3:8])[CH3:9]

Participants

5

Reactant 3

HCID 75646CyclopropanemethanamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 86669315HCID 86669315, compound

Product 1

HCID 86669316HCID 86669316, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound is prepared from N-{2,4-dichloro-3-[6-hydroxycarbonyl-5-(2,2-difluoro-ethoxy)-1H-imidazo[4,5-b]pyridin-2-ylamino]-benzyl)-2,2-dimethyl-propionamide (125 mg, 0.242 mmol), cyclopropylmethyl-amine (25 μl, 0.29 mmol), TBTU (80 mg, 0.25 mmol), TEA (150 μl) in DMF in analogy to example 12c.

Sources & evidence

ORD record
ord-fa3ad83faf7447579c2c0457dff02a81
Source dataset
uspto-grants-2013_11
Patent number
US08586604B2

Reaction notes

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