N,N-Dimethyl-1,3-propanediamine → HCID 178429337, compound

HRID 406093Notes

Reaction equation

HRID 406093 reaction equation
[OH:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([O:8][C:9]2[C:14]([NH:15][C:16]3[C:17]4[C:24]([CH3:25])=[C:23]([C:26](O)=[O:27])[S:22][C:18]=4[N:19]=[CH:20][N:21]=3)=[CH:13][CH:12]=[CH:11][N:10]=2)[CH2:4][CH2:3]1.[CH3:29][N:30]([CH3:35])[CH2:31][CH2:32][CH2:33][NH2:34].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>C1COCC1>[CH3:29][N:30]([CH3:35])[CH2:31][CH2:32][CH2:33][NH:34][C:26]([C:23]1[S:22][C:18]2[N:19]=[CH:20][N:21]=[C:16]([NH:15][C:14]3[C:9]([O:8][C@H:5]4[CH2:4][CH2:3][C@H:2]([OH:1])[CH2:7][CH2:6]4)=[N:10][CH:11]=[CH:12][CH:13]=3)[C:17]=2[C:24]=1[CH3:25])=[O:27]

Participants

5

Reactant 3

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 178429621HCID 178429621, compound

Product 1

HCID 178429337HCID 178429337, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared analogously to 1.4 from 0.083 g 4-[2-(trans-4-hydroxy-cyclohexyloxy)pyridin-3-ylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid and 26 μl N,N-dimethyl-1,3-propanediamine in THF using TBTU instead of HATU.

Sources & evidence

ORD record
ord-b4dc7b57c3584e6d845316ad63334f08
Source dataset
uspto-grants-2014_06
Patent number
US08754079B2

Reaction notes

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