Hydrochloric Acid → HCID 71715771, compound

HRID 928256Notes

Reaction equation

CC1(C)[O:6][C@H:5]2[C@H:7]([NH:12][C:13]3[N:18]4[N:19]=[C:20]([C:22]5[CH:27]=[CH:26][CH:25]=[C:24]([C:28]6([CH3:32])[CH2:31][O:30][CH2:29]6)[CH:23]=5)[CH:21]=[C:17]4[N:16]=[CH:15][CH:14]=3)[CH2:8][C@H:9]([CH2:10][OH:11])[C@H:4]2[O:3]1.C1(C)C=CC([S:40]([O-:43])(=O)=[O:41])=CC=1.[NH+:45]1C=CC=CC=1.[ClH:51]>>[S:40](=[O:43])(=[O:41])([O:11][CH2:10][C@H:9]1[CH2:8][C@@H:7]([NH:12][C:13]2[N:18]3[N:19]=[C:20]([C:22]4[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([CH2:29][OH:30])([CH3:32])[CH2:31][Cl:51])[CH:23]=4)[CH:21]=[C:17]3[N:16]=[CH:15][CH:14]=2)[C@H:5]([OH:6])[C@@H:4]1[OH:3])[NH2:45]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)

HCID 89754271HCID 89754271, compound

Product 1

HCID 71715771HCID 71715771, compound

Procedure

The title compound is prepared from (rac)-[(3aR,4R,6R,6aS)-2,2-dimethyl-6-({2-[3-(3-methyloxetan-3-yl)phenyl]pyrazolo[1,5-a]pyrimidin-7-yl}amino)tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]methanol following Step 2 in Method A and adding 5 equivalents of pyridinium p-toluenesulfonate after the addition of hydrochloric acid. LCMS: (AA) M+1 526.

Sources & evidence

ORD record: ord-8d616038106947baac887be0bffea627
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09290500B2

Reaction notes

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