Trifluoroacetic acid → HCID 178483787, compound

HRID 34156Notes

Reaction equation

HRID 34156 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[C:12]([N:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1)=[O:13])[N:8]=[CH:7][N:6]=[C:5]2[NH:19][CH:20]([C:26]1[N:30](C(OC(C)(C)C)=O)[C:29]2[CH:38]=[CH:39][C:40]([Cl:42])=[CH:41][C:28]=2[N:27]=1)[CH2:21][CH2:22][C:23]([OH:25])=O.[CH3:43][N:44](C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)[CH3:45].[B-](F)(F)(F)F.F[C:66](F)(F)[C:67](O)=O.[C:72](#[N:74])C.O1CCCC1>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[C:12]([N:14]1[CH2:15][CH2:16][CH2:17][CH2:18]1)=[O:13])[N:8]=[CH:7][N:6]=[C:5]2[NH:19][CH:20]([C:26]1[NH:30][C:29]2[CH:38]=[CH:39][C:40]([Cl:42])=[CH:41][C:28]=2[N:27]=1)[CH2:21][CH2:22][C:23]([N:74]([CH2:66][CH2:67][N:44]([CH3:45])[CH3:43])[CH3:72])=[O:25]

Participants

5

Reactant 4

HCID 6422Trifluoroacetic acidHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 22177404Acetonitrile tetrahydrofuranHCID 689384896-chloro-4-[1-(1-tert.-butyloxycarbonyl-5-chloro-1H-benzimidazol-2-yl)-3-hydroxycarbonyl-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline

Product 1

HCID 178483787HCID 178483787, compound

Procedure

Prepared analogously to Example 61 from 6-chloro-4-[1-(1-tert.-butyloxycarbonyl-5-chloro-1H-benzimidazol-2-yl)-3-hydroxycarbonyl-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline and N,N,N′-trimethyl-ethyl-1,2-diamine with TBTU in acetonitrile/tetrahydrofuran and subsequent reaction with trifluoroacetic acid.

Sources & evidence

ORD record
ord-0e3b8e0a37654a688b34a238bd1b46ed
Source dataset
uspto-grants-2008_09
Patent number
US07429597B2

Reaction notes

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