Diisopropylethylamine → HCID 76284632, compound

HRID 624935Notes

Reaction equation

HRID 624935 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[N:11]=[C:10]([C:12]([OH:14])=O)[CH:9]=[CH:8][C:7]=2[N:15]2[CH2:18][C:17]([F:20])([F:19])[CH2:16]2)[CH2:3][CH2:2]1.Cl.[NH:22]1[C:26]2([CH2:31][CH2:30][N:29]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:28][CH2:27]2)[CH2:25][CH2:24][CH2:23]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C>>[C:35]([O:34][C:32]([N:29]1[CH2:28][CH2:27][C:26]2([N:22]([C:12]([C:10]3[CH:9]=[CH:8][C:7]([N:15]4[CH2:18][C:17]([F:20])([F:19])[CH2:16]4)=[C:6]([O:5][CH2:4][CH:1]4[CH2:2][CH2:3]4)[N:11]=3)=[O:14])[CH2:23][CH2:24][CH2:25]2)[CH2:31][CH2:30]1)=[O:33])([CH3:38])([CH3:36])[CH3:37]

Participants

5

Reactant 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 710872926-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acidHCID 902041441,8-Diaza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester hydrochloride

Product 1

HCID 76284632HCID 76284632, compound

Procedure

In analogy to the procedure described in Example 47 b), 6-cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carboxylic acid (Example 1 b)) was reacted with tert-butyl 1,8-diazaspiro[4.5]decane-8-carboxylate hydrochloride (851325-42-3) in the presence of TBTU and DIEA to obtain the title compound as yellow oil; MS (EI): m/e=507.6 [MH+].

Sources & evidence

ORD record
ord-7a5cb0761f914131825aaf582b16b7b1
Source dataset
uspto-grants-2016_04
Patent number
US09303012B2

Reaction notes

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