Ammonia → HCID 67390935, compound

HRID 406084Notes

Reaction equation

HRID 406084 reaction equation
[CH3:1][O:2][C@@H:3]1[CH2:8][CH2:7][CH2:6][C@H:5]([O:9][C:10]2[C:15]([NH:16][C:17]3[C:18]4[C:25]([CH3:26])=[C:24]([C:27](O)=[O:28])[S:23][C:19]=4[N:20]=[CH:21][N:22]=3)=[CH:14][CH:13]=[CH:12][N:11]=2)[CH2:4]1.N.C[N:32](C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>CN(C=O)C>[CH3:1][O:2][C@@H:3]1[CH2:8][CH2:7][CH2:6][C@H:5]([O:9][C:10]2[C:15]([NH:16][C:17]3[C:18]4[C:25]([CH3:26])=[C:24]([C:27]([NH2:32])=[O:28])[S:23][C:19]=4[N:20]=[CH:21][N:22]=3)=[CH:14][CH:13]=[CH:12][N:11]=2)[CH2:4]1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 67390398HCID 67390398, compound

Product 1

HCID 67390935HCID 67390935, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared analogously to example 1.4 from 0.1 g racemic 4-[2-((cis)-3-methoxycyclohexyloxy)-pyridin-3-ylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid and ammonia (7 M in methanol) using TBTU instead of HATU in DMF as solvent.

Sources & evidence

ORD record
ord-1e7362f2c5a94b25bbfae842c0e846a9
Source dataset
uspto-grants-2014_06
Patent number
US08754079B2

Reaction notes

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