Diisopropylethylamine → HCID 178522502, compound

HRID 1845065Notes

Reaction equation

HRID 1845065 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([C:11]([OH:13])=O)[N:2]=1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[CH2:47]([O:54][C:55]([C:57]1[C:65]2[N:64]=[C:63]([NH2:66])[NH:62][C:61]=2[CH:60]=[C:59]([O:67][CH2:68][C:69]2[CH:74]=[CH:73][CH:72]=[CH:71][CH:70]=2)[CH:58]=1)=[O:56])[C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=1>CN(C=O)C>[CH2:47]([O:54][C:55]([C:57]1[C:65]2[NH:64][C:63]([NH:66][C:11]([C:3]3[N:2]=[CH:1][C:10]4[C:5]([CH:4]=3)=[CH:6][CH:7]=[CH:8][CH:9]=4)=[O:13])=[N:62][C:61]=2[CH:60]=[C:59]([O:67][CH2:68][C:69]2[CH:74]=[CH:73][CH:72]=[CH:71][CH:70]=2)[CH:58]=1)=[O:56])[C:48]1[CH:49]=[CH:50][CH:51]=[CH:52][CH:53]=1

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 124656Isoquinoline-3-carboxylic acidHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 66940648HCID 66940648, compound

Product 1

HCID 178522502HCID 178522502, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

600 mg (3.0 mmol) of isoquinoline-3-carboxylic acid and 1200 mg (3.1 mmol) of HBTU were dissolved in 3.0 mL of DMF and 0.6 mL of DIEA and reacted with 1.1 g (3.0 mmol) of 2-amino-6-benzyloxy-1H-benzoimidazole-4-carboxylic acid benzyl ester as described in general procedure A to produce 6-benzyloxy-2-[(isoquinoline-3-carbonyl)-amino]-3H-benzoimidazole-4-carboxylic acid benzyl ester. LCMS: 530 (M+1)+.

Sources & evidence

ORD record
ord-c3d3b7c8f8f84cbca985a329bd16030b
Source dataset
uspto-grants-2015_02
Patent number
US08946259B2

Reaction notes

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